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Practical One-Pot Synthesis of 2-Alkyl-Substituted Benzothiazoles from Bis-(2-nitrophenyl)-disulfides
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2024-10-23 DOI: 10.1021/acs.oprd.4c0013610.1021/acs.oprd.4c00136
Volodymyr O. Puskov, Serhii B. Babii, Iryna V. Adamenko, Sviatoslava O. Melnychuk, Tetiana V. Druzhenko, Alexander Yu. Lyapunov, Sergii V. Popov, Dmytro M. Volochnyuk* and Serhiy V. Ryabukhin*, 
{"title":"Practical One-Pot Synthesis of 2-Alkyl-Substituted Benzothiazoles from Bis-(2-nitrophenyl)-disulfides","authors":"Volodymyr O. Puskov,&nbsp;Serhii B. Babii,&nbsp;Iryna V. Adamenko,&nbsp;Sviatoslava O. Melnychuk,&nbsp;Tetiana V. Druzhenko,&nbsp;Alexander Yu. Lyapunov,&nbsp;Sergii V. Popov,&nbsp;Dmytro M. Volochnyuk* and Serhiy V. Ryabukhin*,&nbsp;","doi":"10.1021/acs.oprd.4c0013610.1021/acs.oprd.4c00136","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00136https://doi.org/10.1021/acs.oprd.4c00136","url":null,"abstract":"<p >2-Methyl benzothiazoles are widely used as key precursors for dyes, photosensitizers, and fluorescent markers. Thus, they are demanded in multigram and even kilogram quantities. We propose a scalable single-step procedure for producing 2-alkyl-substituted benzothiazoles from the corresponding bis-(2-nitrophenyl)-disulfide commercial, technical-grade quality. The reaction scope looks promising; substrates containing various substituents, including carboxylic and ester groups, were introduced. The reaction conditions were carefully optimized according to reducing agents (diverse sodium salts), solvents, ratio, and reaction time. This led to the acquisition of target products in up to 350 g quantities in a single run.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"28 12","pages":"4273–4280 4273–4280"},"PeriodicalIF":3.1,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142858597","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
Selective Synthesis of N6,3′,5′-Tripivaloyladenosine via Dynamic Kinetic Crystallization and Regioselective Preparation of Pivalated 2′-Deoxy-2′-fluoroarabinoadenosines 通过动态动力学结晶选择性合成 N6,3′,5′-三特戊酰腺苷和区域选择性制备新戊酰化 2′-脱氧-2′-氟阿拉伯腺苷
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2024-10-23 DOI: 10.1021/acs.oprd.4c0039110.1021/acs.oprd.4c00391
Peter E. Maligres*, Zhiguo Jake Song, Lu Chen, Birgit Kosjek, Omer Ad and Cheol K. Chung, 
{"title":"Selective Synthesis of N6,3′,5′-Tripivaloyladenosine via Dynamic Kinetic Crystallization and Regioselective Preparation of Pivalated 2′-Deoxy-2′-fluoroarabinoadenosines","authors":"Peter E. Maligres*,&nbsp;Zhiguo Jake Song,&nbsp;Lu Chen,&nbsp;Birgit Kosjek,&nbsp;Omer Ad and Cheol K. Chung,&nbsp;","doi":"10.1021/acs.oprd.4c0039110.1021/acs.oprd.4c00391","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00391https://doi.org/10.1021/acs.oprd.4c00391","url":null,"abstract":"<p >A four chemical step route to 2′-deoxy-2′-fluoro-<i>N</i><sup>6</sup>,3′-dipivaloylarabinoadenosine and 2′-deoxy-2′-fluoro-<i>N</i><sup>6</sup>-pivaloylarabinoadenosine from adenosine was developed for the preparation of ulevostinag in our STING (Stimulator of Interferon Genes) program. This 4-step route is based on the selective protection of adenosine with a dynamic kinetic crystallization of the desired <i>N</i><sup>6</sup>,3′,5′-tripivaloyladenosine. This is followed by activation of the 2′-alcohol as its triflate without pivalate migration. Subsequently, the triflate is displaced with fluoride under mild conditions. Selective deprotection of the esters can give a variety of mono- and diacylated products including the 3′- or 5′-protected 2′-fluoroarabinonucleoside in the presence of the <i>N</i><sup>6</sup>-pivalamide.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"28 11","pages":"4137–4145 4137–4145"},"PeriodicalIF":3.1,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142641008","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
Practical One-Pot Synthesis of 2-Alkyl-Substituted Benzothiazoles from Bis-(2-nitrophenyl)-disulfides 从双-(2-硝基苯基)二硫化物单锅合成 2-烷基取代的苯并噻唑的实用方法
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2024-10-23 DOI: 10.1021/acs.oprd.4c00136
Volodymyr O. Puskov, Serhii B. Babii, Iryna V. Adamenko, Sviatoslava O. Melnychuk, Tetiana V. Druzhenko, Alexander Yu. Lyapunov, Sergii V. Popov, Dmytro M. Volochnyuk, Serhiy V. Ryabukhin
{"title":"Practical One-Pot Synthesis of 2-Alkyl-Substituted Benzothiazoles from Bis-(2-nitrophenyl)-disulfides","authors":"Volodymyr O. Puskov, Serhii B. Babii, Iryna V. Adamenko, Sviatoslava O. Melnychuk, Tetiana V. Druzhenko, Alexander Yu. Lyapunov, Sergii V. Popov, Dmytro M. Volochnyuk, Serhiy V. Ryabukhin","doi":"10.1021/acs.oprd.4c00136","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00136","url":null,"abstract":"2-Methyl benzothiazoles are widely used as key precursors for dyes, photosensitizers, and fluorescent markers. Thus, they are demanded in multigram and even kilogram quantities. We propose a scalable single-step procedure for producing 2-alkyl-substituted benzothiazoles from the corresponding bis-(2-nitrophenyl)-disulfide commercial, technical-grade quality. The reaction scope looks promising; substrates containing various substituents, including carboxylic and ester groups, were introduced. The reaction conditions were carefully optimized according to reducing agents (diverse sodium salts), solvents, ratio, and reaction time. This led to the acquisition of target products in up to 350 g quantities in a single run.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"45 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142487941","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
Continuous Sonocrystallization Process for Controlling the Polymorphs and Particle Size of Perampanel 用于控制紫杉醇多晶体和粒度的连续超声结晶工艺
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2024-10-23 DOI: 10.1021/acs.oprd.4c0029310.1021/acs.oprd.4c00293
Koji Machida*, Koichi Igarashi, Hideo Kawachi, Mai Okamoto, Shumpei Yonezawa, Yuka Morishige, Masayuki Azuma and Akira Nishiyama, 
{"title":"Continuous Sonocrystallization Process for Controlling the Polymorphs and Particle Size of Perampanel","authors":"Koji Machida*,&nbsp;Koichi Igarashi,&nbsp;Hideo Kawachi,&nbsp;Mai Okamoto,&nbsp;Shumpei Yonezawa,&nbsp;Yuka Morishige,&nbsp;Masayuki Azuma and Akira Nishiyama,&nbsp;","doi":"10.1021/acs.oprd.4c0029310.1021/acs.oprd.4c00293","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00293https://doi.org/10.1021/acs.oprd.4c00293","url":null,"abstract":"<p >Sonocrystallization is a promising technology for improving the reproducibility and productivity of the crystallization process because of the unique cavitation effect of ultrasound as well as for controlling crystal polymorphs and particle size. Despite these advantages, the use of ultrasound for crystallization has typically been limited to laboratory studies and has not been widely adopted on an industrial scale by the pharmaceutical industry. In this study, ultrasound was combined with continuous crystallization using a mixed-suspension, mixed-product removal (MSMPR) crystallizer, and this technology was applied to the crystallization of perampanel, demonstrating the effects of ultrasound and its practicality. Finally, the continuous sonocrystallization process was successfully scaled up using a 10 L ultrasonic crystallizer capable of direct ultrasound irradiation, providing a methodology for the scale-up of the continuous sonocrystallization process.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"28 11","pages":"4003–4010 4003–4010"},"PeriodicalIF":3.1,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640699","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
Facile Recovery and Recycling of a Soluble Dirhodium Catalyst in Asymmetric Cyclopropanation via a Catalyst-in-Bag System 通过催化剂袋系统在不对称环丙烷化过程中简便地回收和循环利用可溶性二铑催化剂
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2024-10-23 DOI: 10.1021/acs.oprd.4c00400
UnJin Ryu, Duc Ly, Kristin Shimabukuro, Huw M. L. Davies, Christopher W. Jones
{"title":"Facile Recovery and Recycling of a Soluble Dirhodium Catalyst in Asymmetric Cyclopropanation via a Catalyst-in-Bag System","authors":"UnJin Ryu, Duc Ly, Kristin Shimabukuro, Huw M. L. Davies, Christopher W. Jones","doi":"10.1021/acs.oprd.4c00400","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00400","url":null,"abstract":"A catalyst-in-bag system facilitates the recovery and recycling of chiral dirhodium carboxylate catalysts used for enantioselective, intermolecular cyclopropanation. The catalyst-in-bag system incorporates a soluble enantioselective dirhodium complex catalyst within a reusable, commercial dialysis membrane. Dirhodium catalysts of different sizes are examined, and two catalysts with molecular weights above 2400 Da are well-retained by the membrane. The catalyst Rh<sub>2</sub>(<i>S</i>-TPPTTL)<sub>4</sub> [TPPTTL = (1,3-dioxo-4,5,6,7-tetraphenylisoindolin-2-yl)-3,3-dimethylbutanoate] is explored in enantioselective cyclopropanation reactions under a variety of conditions. The Rh<sub>2</sub>(<i>S</i>-TPPTTL)<sub>4</sub> catalyst, when contained in the catalyst-in-bag system, provides high yields and enantioselectivities, akin to the homogeneous catalyst in solution, with negligible rhodium permeation out of the bag over five catalytic cycles. The catalyst-in-bag approach facilitates recovery of the expensive rhodium metal and ligand, with only ppm level Rh detected in the reaction products. The flexible and expandable catalyst-in-bag system can be accommodated in vessels of different shapes and dimensions.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"44 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142487944","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
Electrochemical Trifluoromethylation of Enamides under Microflow Conditions 微流条件下的烯酰胺三氟甲基化电化学反应
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2024-10-22 DOI: 10.1021/acs.oprd.4c0031110.1021/acs.oprd.4c00311
Anna Vanluchene*, Tomas Horsten, Eli Bonneure and Christian V. Stevens, 
{"title":"Electrochemical Trifluoromethylation of Enamides under Microflow Conditions","authors":"Anna Vanluchene*,&nbsp;Tomas Horsten,&nbsp;Eli Bonneure and Christian V. Stevens,&nbsp;","doi":"10.1021/acs.oprd.4c0031110.1021/acs.oprd.4c00311","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00311https://doi.org/10.1021/acs.oprd.4c00311","url":null,"abstract":"<p >The development of sustainable trifluoromethylations of enamides is of great interest to the pharmaceutical industry. Herein, we demonstrate a sustainable direct electrochemical trifluoromethylation method in a microflow cell, using Langlois reagent, without the need for a supporting electrolyte, oxidants, or any additive under mild conditions. This method can be applied to various substrates with a yield of up to 84%. Additionally, the batch process yielded significantly less (22%), highlighting the microflow cell’s efficiency.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"28 11","pages":"4018–4023 4018–4023"},"PeriodicalIF":3.1,"publicationDate":"2024-10-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.oprd.4c00311","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640999","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Electrochemical Trifluoromethylation of Enamides under Microflow Conditions 微流条件下的烯酰胺三氟甲基化电化学反应
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2024-10-22 DOI: 10.1021/acs.oprd.4c00311
Anna Vanluchene, Tomas Horsten, Eli Bonneure, Christian V. Stevens
{"title":"Electrochemical Trifluoromethylation of Enamides under Microflow Conditions","authors":"Anna Vanluchene, Tomas Horsten, Eli Bonneure, Christian V. Stevens","doi":"10.1021/acs.oprd.4c00311","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00311","url":null,"abstract":"The development of sustainable trifluoromethylations of enamides is of great interest to the pharmaceutical industry. Herein, we demonstrate a sustainable direct electrochemical trifluoromethylation method in a microflow cell, using Langlois reagent, without the need for a supporting electrolyte, oxidants, or any additive under mild conditions. This method can be applied to various substrates with a yield of up to 84%. Additionally, the batch process yielded significantly less (22%), highlighting the microflow cell’s efficiency.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"125 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2024-10-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142487117","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
Electrochemical Cyclopropanation of 1,3-Dialkyl Bromides 1,3-二烷基溴的电化学环丙烷化反应
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2024-10-22 DOI: 10.1021/acs.oprd.4c0030210.1021/acs.oprd.4c00302
Sylvain Charvet, Clément Jacob, Aurore Dietsch, Guillaume Tintori, Pierre-Georges Echeverria* and Julien C. Vantourout*, 
{"title":"Electrochemical Cyclopropanation of 1,3-Dialkyl Bromides","authors":"Sylvain Charvet,&nbsp;Clément Jacob,&nbsp;Aurore Dietsch,&nbsp;Guillaume Tintori,&nbsp;Pierre-Georges Echeverria* and Julien C. Vantourout*,&nbsp;","doi":"10.1021/acs.oprd.4c0030210.1021/acs.oprd.4c00302","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00302https://doi.org/10.1021/acs.oprd.4c00302","url":null,"abstract":"<p >An electrochemical synthesis of mono- and 1,1-disubstituted cyclopropanes is demonstrated. Starting from readily available 1,3-dialkyl bromides, this method hinges on the integration of a sacrificial reductant alongside cost-effective cathode and anode materials. The refined approach eliminates the necessity for a divided cell and the use of hazardous or costly electrodes, thereby streamlining the transition of this protocol to a continuous flow system. In addition, an alternative protocol that utilizes a simple sacrificial anode is also described.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"28 11","pages":"4011–4017 4011–4017"},"PeriodicalIF":3.1,"publicationDate":"2024-10-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142641000","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
Electrochemical Cyclopropanation of 1,3-Dialkyl Bromides 1,3-二烷基溴的电化学环丙烷化反应
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2024-10-22 DOI: 10.1021/acs.oprd.4c00302
Sylvain Charvet, Clément Jacob, Aurore Dietsch, Guillaume Tintori, Pierre-Georges Echeverria, Julien C. Vantourout
{"title":"Electrochemical Cyclopropanation of 1,3-Dialkyl Bromides","authors":"Sylvain Charvet, Clément Jacob, Aurore Dietsch, Guillaume Tintori, Pierre-Georges Echeverria, Julien C. Vantourout","doi":"10.1021/acs.oprd.4c00302","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00302","url":null,"abstract":"An electrochemical synthesis of mono- and 1,1-disubstituted cyclopropanes is demonstrated. Starting from readily available 1,3-dialkyl bromides, this method hinges on the integration of a sacrificial reductant alongside cost-effective cathode and anode materials. The refined approach eliminates the necessity for a divided cell and the use of hazardous or costly electrodes, thereby streamlining the transition of this protocol to a continuous flow system. In addition, an alternative protocol that utilizes a simple sacrificial anode is also described.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"14 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2024-10-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142486475","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
Development of a Scalable Manufacturing Process for Alectinib with a Concise Preparation of the Indole-Containing Tetracyclic Core 开发可扩展的阿来替尼生产工艺，简明制备含吲哚的四环核心化合物
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2024-10-22 DOI: 10.1021/acs.oprd.4c00376
Tomohiro Oki, Masao Tsukazaki, Junichi Shiina, Hiroshi Fukuda, Minoru Yamawaki, Yasushi Kito, Takenori Ishizawa, Kazutomo Kinoshita, Sosuke Hara, Noriyuki Furuichi, Hatsuo Kawada, Toshiya Ito, Kota Tanaka, Noriaki Maruyama, Daisuke Tamaru, Takahiro Ichige, Masatoshi Koizumi, Yosuke Hosoya, Masahiro Kimura, Mami Yamaguchi, Shigeki Sato, Yuta Miyazaki, Azusa Toya, Hiroshi Iwamura, Kenji Maeda
{"title":"Development of a Scalable Manufacturing Process for Alectinib with a Concise Preparation of the Indole-Containing Tetracyclic Core","authors":"Tomohiro Oki, Masao Tsukazaki, Junichi Shiina, Hiroshi Fukuda, Minoru Yamawaki, Yasushi Kito, Takenori Ishizawa, Kazutomo Kinoshita, Sosuke Hara, Noriyuki Furuichi, Hatsuo Kawada, Toshiya Ito, Kota Tanaka, Noriaki Maruyama, Daisuke Tamaru, Takahiro Ichige, Masatoshi Koizumi, Yosuke Hosoya, Masahiro Kimura, Mami Yamaguchi, Shigeki Sato, Yuta Miyazaki, Azusa Toya, Hiroshi Iwamura, Kenji Maeda","doi":"10.1021/acs.oprd.4c00376","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00376","url":null,"abstract":"Alectinib (marketed as Alecensa) is an oral, highly potent ALK inhibitor for the treatment of ALK-positive, non–small-cell lung cancer (NSCLC). This paper describes the evolution from a medicinal chemistry synthetic process to a process enabling the scaled-up supply of a high-quality drug substance. A characteristic structural feature of alectinib is its indole-containing tetracyclic core, the construction of which was effectively achieved through intramolecular reductive cyclization and an intramolecular Friedel–Crafts reaction. Furthermore, the optimized synthetic route and conditions were designed to suppress the formation of impurities containing the same tetracyclic scaffold that are difficult to purge in downstream processes. The established manufacturing process could consistently produce alectinib on a multikilogram scale, typically with an overall yield of 29% and purity exceeding 99.9 area%.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"29 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2024-10-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142486459","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
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