Synthetic Communications最新文献

筛选
英文 中文
One-pot synthesis of (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s using Mn(III)-mediated oxidation of (arenediyl)bis(3-oxopropanenitrile)s with 1,1-diarylethenes 用Mn(III)介导的(芳烃二基)二(3-氧丙腈)s与1,1-二乙烯的一锅法合成(芳烃二基)二(4,5-二氢呋喃-3-碳腈)s
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-08-04 DOI: 10.1080/00397911.2026.2700638
Teruhisa Nakashima (Data curation Formal analysis), Tatsuya Nojiri (Data curation Formal analysis), Shota Ishiguro (Data curation Formal analysis), Hiroshi Nishino (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)
{"title":"One-pot synthesis of (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s using Mn(III)-mediated oxidation of (arenediyl)bis(3-oxopropanenitrile)s with 1,1-diarylethenes","authors":"Teruhisa Nakashima (Data curation Formal analysis),&nbsp;Tatsuya Nojiri (Data curation Formal analysis),&nbsp;Shota Ishiguro (Data curation Formal analysis),&nbsp;Hiroshi Nishino (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2700638","DOIUrl":"10.1080/00397911.2026.2700638","url":null,"abstract":"<div><div>Oxidation of the Mn(III)-cyanoenolate complex derived from 3,3′-(1,4-phenylene)bis(3-oxopropanenitrile) (<strong>1</strong>) with 1,1-diarylethenes <strong>2a–c</strong> proceeded in a one-pot manner in refluxing AcOH, affording the corresponding 2,2’-(1,4-phenylene)bis(5,5-diaryl-4,5-dihydrofuran-3-carbonitrile)s in good yields. Similarly, Mn(III)-mediated reactions of (arenediyl)bis(3-oxopropanenitrile)s derived from dibenzothiophene, dibenzofuran, fluorene, and xanthene afforded the corresponding (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s <strong>9–12</strong>. Various transformations of the (arenediyl)bis(3-oxopropanenitrile)s <strong>5–8</strong> and their corresponding products <strong>9–12</strong> were proposed.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1105-1115"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666797","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Formal synthesis of 11-β-methoxycurvularin 11-β-甲氧基曲vularin的正式合成
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-08-04 DOI: 10.1080/00397911.2026.2706131
Ravan Kumar (Data curation Formal analysis Investigation Methodology), Kanchan Chakraborty (Formal analysis Investigation Methodology), Sanhita Chowdhury (Methodology), Sumit Saha (Conceptualization Formal analysis Investigation Writing – original draft Writing – review & editing)
{"title":"Formal synthesis of 11-β-methoxycurvularin","authors":"Ravan Kumar (Data curation Formal analysis Investigation Methodology),&nbsp;Kanchan Chakraborty (Formal analysis Investigation Methodology),&nbsp;Sanhita Chowdhury (Methodology),&nbsp;Sumit Saha (Conceptualization Formal analysis Investigation Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2706131","DOIUrl":"10.1080/00397911.2026.2706131","url":null,"abstract":"<div><div>An efficient stereospecific protocol for the formal synthesis of benzannulated macrolactone 11-<em>β</em>-methoxycurvularin was established. The key transformations include the regioselective epoxide opening and Steglich esterification for the formation of the polyketide chain and intramolecular Friedel-Crafts acylation for macrocyclization, providing an efficient route toward the synthesis of related biologically active natural products.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1125-1132"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666799","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Metal-free iodine/NaHCO3-promoted domino synthesis of spiro-pyrimidines at room temperature with preliminary molecular docking evaluation 无金属碘/ nahco3促进了室温下螺旋嘧啶的多米诺合成,并进行了初步的分子对接评价
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-08-04 DOI: 10.1080/00397911.2026.2707329
Kazi Kawsar Ahmed (Investigation), Fazlur Rahman (Investigation), Gaurav Rastogi (Data curation), Samiyara Begum (Software), Monsur Ali (Investigation), Mohit L. Deb (Conceptualization Supervision Writing – review & editing)
{"title":"Metal-free iodine/NaHCO3-promoted domino synthesis of spiro-pyrimidines at room temperature with preliminary molecular docking evaluation","authors":"Kazi Kawsar Ahmed (Investigation),&nbsp;Fazlur Rahman (Investigation),&nbsp;Gaurav Rastogi (Data curation),&nbsp;Samiyara Begum (Software),&nbsp;Monsur Ali (Investigation),&nbsp;Mohit L. Deb (Conceptualization Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2707329","DOIUrl":"10.1080/00397911.2026.2707329","url":null,"abstract":"<div><div>A metal-free protocol for the synthesis of spiro-pyrimidine derivatives has been developed <em>via</em> an iodine/NaHCO<sub>3</sub>-promoted domino reaction of barbituric acids with aromatic aldehydes at room temperature in 1-1.5 h. Using an EtOH-H<sub>2</sub>O (1:1) medium, the method affords diverse spiro frameworks in good to excellent yields (up to 94%) under mild and operationally simple conditions, without transition metals or harsh reagents. Mechanistic insights suggest a sequential pathway of Knoevenagel condensation, Michael addition, and iodine-assisted intramolecular cyclization. Preliminary molecular docking studies suggest possible interactions with EGFR and CYP51 targets, supporting further biological evaluation. This protocol provides a practical and sustainable route to synthetically valuable spiro-pyrimidine scaffolds.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1133-1143"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666800","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Microwave-assisted sustainable synthesis of five-membered heterocycles: Access to nitrogen-, oxygen-, and sulfur-containing scaffolds 微波辅助五元杂环的可持续合成:获得含氮、含氧和含硫的支架
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-06-11 DOI: 10.1080/00397911.2026.2676704
Kainat Zohra (Validation Writing – original draft Writing – review & editing), Akbar Ali (Conceptualization Investigation Methodology Supervision Writing – original draft Writing – review & editing), Muhammad Ibrahim (Project administration Validation Visualization Writing – review & editing), Taciane Santos Pitteri (Software Validation Writing – review & editing), Lucas Campos Curcino Vieira (Supervision Writing – original draft Writing – review & editing)
{"title":"Microwave-assisted sustainable synthesis of five-membered heterocycles: Access to nitrogen-, oxygen-, and sulfur-containing scaffolds","authors":"Kainat Zohra (Validation Writing – original draft Writing – review & editing),&nbsp;Akbar Ali (Conceptualization Investigation Methodology Supervision Writing – original draft Writing – review & editing),&nbsp;Muhammad Ibrahim (Project administration Validation Visualization Writing – review & editing),&nbsp;Taciane Santos Pitteri (Software Validation Writing – review & editing),&nbsp;Lucas Campos Curcino Vieira (Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2676704","DOIUrl":"10.1080/00397911.2026.2676704","url":null,"abstract":"<div><div>Microwave irradiation has transformed the synthesis of five-membered heterocycles by significantly increasing reaction rates and improving efficiency. Microwave-assisted procedures can do in minutes what traditional heating takes days to achieve, often resulting in superior yields and purities. These methods generally function in milder, solvent-reduced conditions, conforming to green chemistry principles by minimizing energy use and waste. This review discusses current progress in the synthesis of a diverse array of five-membered rings including nitrogen, oxygen, and sulfur such as indoles, pyrroles, pyrazoles, imidazoles, oxazoles, furans, and thiophenes via microwave techniques. It also discusses key methodologies and substrate scopes, noting how microwave heating improves selectivity, yield, and speed of reactions. It explains how fast and efficient methods can also be environmentally friendly, helping shape the future of green heterocyclic chemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1069-1104"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666778","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
One-pot synthesis of (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s using Mn(III)-mediated oxidation of (arenediyl)bis(3-oxopropanenitrile)s with 1,1-diarylethenes 用Mn(III)介导的(芳烃二基)二(3-氧丙腈)s与1,1-二乙烯的一锅法合成(芳烃二基)二(4,5-二氢呋喃-3-碳腈)s
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-08-04 DOI: 10.1080/00397911.2026.2700638
Teruhisa Nakashima (Data curation Formal analysis), Tatsuya Nojiri (Data curation Formal analysis), Shota Ishiguro (Data curation Formal analysis), Hiroshi Nishino (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)
{"title":"One-pot synthesis of (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s using Mn(III)-mediated oxidation of (arenediyl)bis(3-oxopropanenitrile)s with 1,1-diarylethenes","authors":"Teruhisa Nakashima (Data curation Formal analysis),&nbsp;Tatsuya Nojiri (Data curation Formal analysis),&nbsp;Shota Ishiguro (Data curation Formal analysis),&nbsp;Hiroshi Nishino (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2700638","DOIUrl":"10.1080/00397911.2026.2700638","url":null,"abstract":"<div><div>Oxidation of the Mn(III)-cyanoenolate complex derived from 3,3′-(1,4-phenylene)bis(3-oxopropanenitrile) (<strong>1</strong>) with 1,1-diarylethenes <strong>2a–c</strong> proceeded in a one-pot manner in refluxing AcOH, affording the corresponding 2,2’-(1,4-phenylene)bis(5,5-diaryl-4,5-dihydrofuran-3-carbonitrile)s in good yields. Similarly, Mn(III)-mediated reactions of (arenediyl)bis(3-oxopropanenitrile)s derived from dibenzothiophene, dibenzofuran, fluorene, and xanthene afforded the corresponding (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s <strong>9–12</strong>. Various transformations of the (arenediyl)bis(3-oxopropanenitrile)s <strong>5–8</strong> and their corresponding products <strong>9–12</strong> were proposed.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1105-1115"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666779","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Formal synthesis of 11-β-methoxycurvularin 11-β-甲氧基曲vularin的正式合成
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-08-04 DOI: 10.1080/00397911.2026.2706131
Ravan Kumar (Data curation Formal analysis Investigation Methodology), Kanchan Chakraborty (Formal analysis Investigation Methodology), Sanhita Chowdhury (Methodology), Sumit Saha (Conceptualization Formal analysis Investigation Writing – original draft Writing – review & editing)
{"title":"Formal synthesis of 11-β-methoxycurvularin","authors":"Ravan Kumar (Data curation Formal analysis Investigation Methodology),&nbsp;Kanchan Chakraborty (Formal analysis Investigation Methodology),&nbsp;Sanhita Chowdhury (Methodology),&nbsp;Sumit Saha (Conceptualization Formal analysis Investigation Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2706131","DOIUrl":"10.1080/00397911.2026.2706131","url":null,"abstract":"<div><div>An efficient stereospecific protocol for the formal synthesis of benzannulated macrolactone 11-<em>β</em>-methoxycurvularin was established. The key transformations include the regioselective epoxide opening and Steglich esterification for the formation of the polyketide chain and intramolecular Friedel-Crafts acylation for macrocyclization, providing an efficient route toward the synthesis of related biologically active natural products.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1125-1132"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666781","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Microwave-assisted sustainable synthesis of five-membered heterocycles: Access to nitrogen-, oxygen-, and sulfur-containing scaffolds 微波辅助五元杂环的可持续合成:获得含氮、含氧和含硫的支架
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-06-11 DOI: 10.1080/00397911.2026.2676704
Kainat Zohra (Validation Writing – original draft Writing – review & editing), Akbar Ali (Conceptualization Investigation Methodology Supervision Writing – original draft Writing – review & editing), Muhammad Ibrahim (Project administration Validation Visualization Writing – review & editing), Taciane Santos Pitteri (Software Validation Writing – review & editing), Lucas Campos Curcino Vieira (Supervision Writing – original draft Writing – review & editing)
{"title":"Microwave-assisted sustainable synthesis of five-membered heterocycles: Access to nitrogen-, oxygen-, and sulfur-containing scaffolds","authors":"Kainat Zohra (Validation Writing – original draft Writing – review & editing),&nbsp;Akbar Ali (Conceptualization Investigation Methodology Supervision Writing – original draft Writing – review & editing),&nbsp;Muhammad Ibrahim (Project administration Validation Visualization Writing – review & editing),&nbsp;Taciane Santos Pitteri (Software Validation Writing – review & editing),&nbsp;Lucas Campos Curcino Vieira (Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2676704","DOIUrl":"10.1080/00397911.2026.2676704","url":null,"abstract":"<div><div>Microwave irradiation has transformed the synthesis of five-membered heterocycles by significantly increasing reaction rates and improving efficiency. Microwave-assisted procedures can do in minutes what traditional heating takes days to achieve, often resulting in superior yields and purities. These methods generally function in milder, solvent-reduced conditions, conforming to green chemistry principles by minimizing energy use and waste. This review discusses current progress in the synthesis of a diverse array of five-membered rings including nitrogen, oxygen, and sulfur such as indoles, pyrroles, pyrazoles, imidazoles, oxazoles, furans, and thiophenes via microwave techniques. It also discusses key methodologies and substrate scopes, noting how microwave heating improves selectivity, yield, and speed of reactions. It explains how fast and efficient methods can also be environmentally friendly, helping shape the future of green heterocyclic chemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1069-1104"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666801","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of a key intermediate of sacubitril via asymmetric hydrogenation 不对称氢化法制备皂荚醇的关键中间体
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-08-04 DOI: 10.1080/00397911.2026.2706650
Jinquan Chen (Data curation Investigation Methodology Project administration Supervision Validation Writing – original draft Writing – review & editing), Xi Wang (Project administration Validation)
{"title":"Synthesis of a key intermediate of sacubitril via asymmetric hydrogenation","authors":"Jinquan Chen (Data curation Investigation Methodology Project administration Supervision Validation Writing – original draft Writing – review & editing),&nbsp;Xi Wang (Project administration Validation)","doi":"10.1080/00397911.2026.2706650","DOIUrl":"10.1080/00397911.2026.2706650","url":null,"abstract":"<div><div>Sacubitril is a key component of the first-line heart failure and hypertension drug sacubitril/valsartan, and its chiral intermediate is crucial for industrial production. Current synthetic methods suffer from high catalyst cost, harsh conditions, and low chiral resolution efficiency. In this work, an efficient and scalable asymmetric hydrogenation route was developed for the synthesis of the sacubitril key chiral intermediate. Using commercially available chiral ruthenium complex Ru(OAc)<sub>2</sub>[(<em>S</em>)-dtbm-segphos] as a catalyst with 0.1% w/w loading, the reaction was carried out in methanol at 25 °C under 2.5 MPa H<sub>2</sub> for 6 h, achieving &gt;99.9% conversion and up to 91.7% crude enantiomeric excess (<em>ee</em>). After simple recrystallization with ethyl acetate/<em>n</em>-heptane, <em>ee</em> was up to 99.9% with 82% isolated yield. The 200 g scale-up reaction maintained &gt;99.9% conversion, 99.8% <em>ee</em> and 79% yield. This protocol features low cost, simple operation, high stereoselectivity, and good reproducibility, providing a practical industrial route for sacubitril intermediate preparation.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1116-1124"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666780","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Metal-free iodine/NaHCO3-promoted domino synthesis of spiro-pyrimidines at room temperature with preliminary molecular docking evaluation 无金属碘/ nahco3促进了室温下螺旋嘧啶的多米诺合成,并进行了初步的分子对接评价
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-08-04 DOI: 10.1080/00397911.2026.2707329
Kazi Kawsar Ahmed (Investigation), Fazlur Rahman (Investigation), Gaurav Rastogi (Data curation), Samiyara Begum (Software), Monsur Ali (Investigation), Mohit L. Deb (Conceptualization Supervision Writing – review & editing)
{"title":"Metal-free iodine/NaHCO3-promoted domino synthesis of spiro-pyrimidines at room temperature with preliminary molecular docking evaluation","authors":"Kazi Kawsar Ahmed (Investigation),&nbsp;Fazlur Rahman (Investigation),&nbsp;Gaurav Rastogi (Data curation),&nbsp;Samiyara Begum (Software),&nbsp;Monsur Ali (Investigation),&nbsp;Mohit L. Deb (Conceptualization Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2707329","DOIUrl":"10.1080/00397911.2026.2707329","url":null,"abstract":"<div><div>A metal-free protocol for the synthesis of spiro-pyrimidine derivatives has been developed <em>via</em> an iodine/NaHCO<sub>3</sub>-promoted domino reaction of barbituric acids with aromatic aldehydes at room temperature in 1-1.5 h. Using an EtOH-H<sub>2</sub>O (1:1) medium, the method affords diverse spiro frameworks in good to excellent yields (up to 94%) under mild and operationally simple conditions, without transition metals or harsh reagents. Mechanistic insights suggest a sequential pathway of Knoevenagel condensation, Michael addition, and iodine-assisted intramolecular cyclization. Preliminary molecular docking studies suggest possible interactions with EGFR and CYP51 targets, supporting further biological evaluation. This protocol provides a practical and sustainable route to synthetically valuable spiro-pyrimidine scaffolds.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1133-1143"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666782","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of a key intermediate of sacubitril via asymmetric hydrogenation 不对称氢化法制备皂荚醇的关键中间体
IF 2 3区 化学
Synthetic Communications Pub Date : 2026-07-18 Epub Date: 2026-08-04 DOI: 10.1080/00397911.2026.2706650
Jinquan Chen (Data curation Investigation Methodology Project administration Supervision Validation Writing – original draft Writing – review & editing), Xi Wang (Project administration Validation)
{"title":"Synthesis of a key intermediate of sacubitril via asymmetric hydrogenation","authors":"Jinquan Chen (Data curation Investigation Methodology Project administration Supervision Validation Writing – original draft Writing – review & editing),&nbsp;Xi Wang (Project administration Validation)","doi":"10.1080/00397911.2026.2706650","DOIUrl":"10.1080/00397911.2026.2706650","url":null,"abstract":"<div><div>Sacubitril is a key component of the first-line heart failure and hypertension drug sacubitril/valsartan, and its chiral intermediate is crucial for industrial production. Current synthetic methods suffer from high catalyst cost, harsh conditions, and low chiral resolution efficiency. In this work, an efficient and scalable asymmetric hydrogenation route was developed for the synthesis of the sacubitril key chiral intermediate. Using commercially available chiral ruthenium complex Ru(OAc)<sub>2</sub>[(<em>S</em>)-dtbm-segphos] as a catalyst with 0.1% w/w loading, the reaction was carried out in methanol at 25 °C under 2.5 MPa H<sub>2</sub> for 6 h, achieving &gt;99.9% conversion and up to 91.7% crude enantiomeric excess (<em>ee</em>). After simple recrystallization with ethyl acetate/<em>n</em>-heptane, <em>ee</em> was up to 99.9% with 82% isolated yield. The 200 g scale-up reaction maintained &gt;99.9% conversion, 99.8% <em>ee</em> and 79% yield. This protocol features low cost, simple operation, high stereoselectivity, and good reproducibility, providing a practical industrial route for sacubitril intermediate preparation.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1116-1124"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666798","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
相关产品
×
本文献相关产品
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信
小红书