Organic Process Research & Development最新文献_第9页

Continuous Flow Enabled Synthesis of Multiresistant Drug Clofazimine 多耐药性药物氯法齐明的连续流合成

IF 3.4 3区化学

Organic Process Research & Development Pub Date : 2024-11-01 DOI: 10.1021/acs.oprd.4c00420

Rajat Pandey, Faith Akwi, Paul Watts

引用次数: 0

One-Pot Synthesis of Guanidinium 5,5′-Azotetrazolate Avoiding Isolation of Hazardous Sodium 5,5′-Azotetrazolate 避免分离有害的 5,5′-四氮唑钠的 5,5′-四氮唑胍的一锅合成法

IF 3.1 3区化学

Organic Process Research & Development Pub Date : 2024-10-30 DOI: 10.1021/acs.oprd.4c0036410.1021/acs.oprd.4c00364

Miroslav Labaj, Zdeněk Jalový*, Robert Matyáš, Jiří Nesveda, Jakub Mikuláštík and Adam Votýpka,

{"title":"One-Pot Synthesis of Guanidinium 5,5′-Azotetrazolate Avoiding Isolation of Hazardous Sodium 5,5′-Azotetrazolate","authors":"Miroslav Labaj, Zdeněk Jalový*, Robert Matyáš, Jiří Nesveda, Jakub Mikuláštík and Adam Votýpka, ","doi":"10.1021/acs.oprd.4c0036410.1021/acs.oprd.4c00364","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00364https://doi.org/10.1021/acs.oprd.4c00364","url":null,"abstract":"Sodium 5,5′-azotetrazolate (Na2AzT) is a starting material for various azotetrazole salts that find applications as lead-free primary explosives or high-nitrogen compounds for inflating safety systems (in particular, guanidinium azotetrazolate, GZT). Sodium azotetrazolate, after preparation, is commonly isolated as the pentahydrate, which is relatively safe for handling. But it readily loses hydrate water molecules at higher temperatures or by treatment with organic solvents. In such cases, sensitivity to mechanical stimuli increases considerably and explosion accidents may occur. In this work, the thermal conditions and the role of solvents in water loss from sodium 5,5′-azotetrazolate pentahydrate are presented. Impact and friction sensitivity parameters of the products are described. In the case of guanidinium azotetrazolate, the process for its preparation without producing sodium 5,5′-azotetrazolate is introduced, thus avoiding manipulation of hazardous material and increasing the safety of the procedure.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"28 11","pages":"4091–4098 4091–4098"},"PeriodicalIF":3.1,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.oprd.4c00364","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640724","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

One-Pot Synthesis of Guanidinium 5,5′-Azotetrazolate Avoiding Isolation of Hazardous Sodium 5,5′-Azotetrazolate 避免分离有害的 5,5′-四氮唑钠的 5,5′-四氮唑胍的一锅合成法

IF 3.4 3区化学

Organic Process Research & Development Pub Date : 2024-10-30 DOI: 10.1021/acs.oprd.4c00364

Miroslav Labaj, Zdeněk Jalový, Robert Matyáš, Jiří Nesveda, Jakub Mikuláštík, Adam Votýpka

引用次数: 0

Tris(trimethylsilyl)silane in Photochemical Hydrodesulfurization─Methodology and Pyrophoricity 光化学氢化脱硫中的三(三甲基硅基)硅烷--方法和发火性

IF 3.4 3区化学

Organic Process Research & Development Pub Date : 2024-10-30 DOI: 10.1021/acs.oprd.4c00410

Michaela Čierna, Blažej Horváth, Filip Pančík, Michal Šoral, Andrej Kolarovič, Pavol Jakubec

引用次数: 0

Tris(trimethylsilyl)silane in Photochemical Hydrodesulfurization─Methodology and Pyrophoricity 光化学氢化脱硫中的三(三甲基硅基)硅烷--方法和发火性

IF 3.1 3区化学

Organic Process Research & Development Pub Date : 2024-10-30 DOI: 10.1021/acs.oprd.4c0041010.1021/acs.oprd.4c00410

Michaela Čierna, Blažej Horváth, Filip Pančík, Michal Šoral, Andrej Kolarovič and Pavol Jakubec*,

引用次数: 0

Industrial-Scale Organic Solvent Nanofiltration for Dimer Impurity Removal: Enhancing Vitamin D3 Production 用于去除二聚体杂质的工业级有机溶剂纳滤：提高维生素 D3 的产量

IF 3.1 3区化学

Organic Process Research & Development Pub Date : 2024-10-25 DOI: 10.1021/acs.oprd.4c0033310.1021/acs.oprd.4c00333

Jan Schütz, Julia Witte, Maurus Marty and Roman Goy*,

{"title":"Industrial-Scale Organic Solvent Nanofiltration for Dimer Impurity Removal: Enhancing Vitamin D3 Production","authors":"Jan Schütz, Julia Witte, Maurus Marty and Roman Goy*, ","doi":"10.1021/acs.oprd.4c0033310.1021/acs.oprd.4c00333","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00333https://doi.org/10.1021/acs.oprd.4c00333","url":null,"abstract":"This work details the removal of an azine-dimer (AD) impurity from 7-dehydrocholesterol (DHC), a precursor of vitamin D3, using a newly developed, sustainable hybrid membrane process, from the idea to implementation. Developed by an international team collaborating under tight time frame and COVID restrictions, this innovative method exemplifies a versatile, energy-saving, and cost-effective separation technology by organic solvent nanofiltration (OSN). Traditional purification methods proved to be unsuccessful, costly, or unsustainable, but this process achieved DHC purification with a minimal yield loss of 0.1%. This separation challenge goes beyond typical OSN applications (solute concentration or solvent exchange) by separating two similar solutes in a solvent mixture. In a three-stage OSN process, the impurity level was reduced from approximately 2600 ppm to below 50 ppm in the final permeate. After developing and scaling up the process, the OSN, precipitation, and filtration units were engineered and constructed. These units were installed in the dsm-firmenich vitamin D3 plant, and the purification process was successfully commissioned.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"28 11","pages":"4046–4058 4046–4058"},"PeriodicalIF":3.1,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.oprd.4c00333","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142640844","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

Industrial-Scale Organic Solvent Nanofiltration for Dimer Impurity Removal: Enhancing Vitamin D3 Production 用于去除二聚体杂质的工业级有机溶剂纳滤：提高维生素 D3 的产量

IF 3.4 3区化学

Organic Process Research & Development Pub Date : 2024-10-25 DOI: 10.1021/acs.oprd.4c00333

Jan Schütz, Julia Witte, Maurus Marty, Roman Goy

{"title":"Industrial-Scale Organic Solvent Nanofiltration for Dimer Impurity Removal: Enhancing Vitamin D3 Production","authors":"Jan Schütz, Julia Witte, Maurus Marty, Roman Goy","doi":"10.1021/acs.oprd.4c00333","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00333","url":null,"abstract":"This work details the removal of an azine-dimer (AD) impurity from 7-dehydrocholesterol (DHC), a precursor of vitamin D3, using a newly developed, sustainable hybrid membrane process, from the idea to implementation. Developed by an international team collaborating under tight time frame and COVID restrictions, this innovative method exemplifies a versatile, energy-saving, and cost-effective separation technology by organic solvent nanofiltration (OSN). Traditional purification methods proved to be unsuccessful, costly, or unsustainable, but this process achieved DHC purification with a minimal yield loss of 0.1%. This separation challenge goes beyond typical OSN applications (solute concentration or solvent exchange) by separating two similar solutes in a solvent mixture. In a three-stage OSN process, the impurity level was reduced from approximately 2600 ppm to below 50 ppm in the final permeate. After developing and scaling up the process, the OSN, precipitation, and filtration units were engineered and constructed. These units were installed in the dsm-firmenich vitamin D3 plant, and the purification process was successfully commissioned.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"236 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142489991","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 3.4 3区化学

Organic Process Research & Development Pub Date : 2024-10-23 DOI: 10.1021/acs.oprd.4c00293

Koji Machida, Koichi Igarashi, Hideo Kawachi, Mai Okamoto, Shumpei Yonezawa, Yuka Morishige, Masayuki Azuma, Akira Nishiyama

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 3.1 3区化学

Organic Process Research & Development Pub Date : 2024-10-23 DOI: 10.1021/acs.oprd.4c0040010.1021/acs.oprd.4c00400

UnJin Ryu, Duc Ly, Kristin Shimabukuro, Huw M. L. Davies* and 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* and Christopher W. Jones*, ","doi":"10.1021/acs.oprd.4c0040010.1021/acs.oprd.4c00400","DOIUrl":"https://doi.org/10.1021/acs.oprd.4c00400https://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 Rh2(S-TPPTTL)4 [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 Rh2(S-TPPTTL)4 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":"28 11","pages":"4146–4155 4146–4155"},"PeriodicalIF":3.1,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.oprd.4c00400","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142641004","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

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 3.4 3区化学

Organic Process Research & Development Pub Date : 2024-10-23 DOI: 10.1021/acs.oprd.4c00391

Peter E. Maligres, Zhiguo Jake Song, Lu Chen, Birgit Kosjek, Omer Ad, Cheol K. Chung

引用次数: 0