Organic Process Research & Development最新文献

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Up-Scale Pseudotelescopic Photoinduced Arndt-Eistert α-Amino Acid Homologation in a Flow Reactor Cascade 流动反应器级联中伪伸缩光诱导α-氨基酸同源性的研究
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2025-05-30 DOI: 10.1021/acs.oprd.5c0006110.1021/acs.oprd.5c00061
Viacheslav V. Pendiukh, Hanna V. Yakovleva, Ivan A. Stadniy, Olexandr Ye Pashenko, Olesia B. Volovenko, Alexander B. Rozhenko, Serhiy V. Ryabukhin* and Dmytro M. Volochnyuk*, 
{"title":"Up-Scale Pseudotelescopic Photoinduced Arndt-Eistert α-Amino Acid Homologation in a Flow Reactor Cascade","authors":"Viacheslav V. Pendiukh,&nbsp;Hanna V. Yakovleva,&nbsp;Ivan A. Stadniy,&nbsp;Olexandr Ye Pashenko,&nbsp;Olesia B. Volovenko,&nbsp;Alexander B. Rozhenko,&nbsp;Serhiy V. Ryabukhin* and Dmytro M. Volochnyuk*,&nbsp;","doi":"10.1021/acs.oprd.5c0006110.1021/acs.oprd.5c00061","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00061https://doi.org/10.1021/acs.oprd.5c00061","url":null,"abstract":"<p >We present an efficient, pseudotelescopic synthesis of β-amino acids via the Arndt-Eistert homologation of α-amino acids using a flow reactor cascade. Our system utilizes flow generation of diazomethane, diazoketone preparation, and subsequent photoflow Wolff rearrangement without intermediate isolation. This innovative method enhances safety, improves scalability, and allows access to substrates previously unavailable in thermal/catalytic Wolff rearrangement. Notably, the reaction conditions are mild, which lead to high yields and excellent purity, thereby expanding the synthetic utility of the Wolff rearrangement. This work unveils a versatile and scalable approach to β-amino acid synthesis, opening new synthetic and medicinal chemistry avenues.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"29 6","pages":"1476–1485 1476–1485"},"PeriodicalIF":3.1,"publicationDate":"2025-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144320465","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
Stereoselective and Scalable Synthesis of Potent Antibiotic RSC-435830 Through a Key Intermediate C2 (S)-Methylcephalosporin 通过关键中间体C2 (S)-甲基头孢菌素立体选择性和可扩展合成强效抗生素RSC-435830
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2025-05-30 DOI: 10.1021/acs.oprd.5c0011110.1021/acs.oprd.5c00111
Shinya Hisakawa*, Katsuki Yokoo, Shinichiro Hara, Toshiaki Aoki, Jun Sato, Hiroki Kusano, Yoshifumi Kusumoto and Kenji Yamawaki, 
{"title":"Stereoselective and Scalable Synthesis of Potent Antibiotic RSC-435830 Through a Key Intermediate C2 (S)-Methylcephalosporin","authors":"Shinya Hisakawa*,&nbsp;Katsuki Yokoo,&nbsp;Shinichiro Hara,&nbsp;Toshiaki Aoki,&nbsp;Jun Sato,&nbsp;Hiroki Kusano,&nbsp;Yoshifumi Kusumoto and Kenji Yamawaki,&nbsp;","doi":"10.1021/acs.oprd.5c0011110.1021/acs.oprd.5c00111","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00111https://doi.org/10.1021/acs.oprd.5c00111","url":null,"abstract":"<p >Cephalosporins are valuable antibiotics for clinical treatment of infectious diseases. RSC-435830 is a cephalosporin-containing antibiotic with a unique C2 (<i>S</i>)-methylcephalosporin structure. It was a synthetic challenge to construct a chiral methyl group at the C-2 position on the cephalosporin scaffold. We report herein two routes for the stereoselective and scalable synthesis of C2 (<i>S</i>)-methylcephalosporin <b>4</b>, a key intermediate of RSC-435830, that has advanced to phase I clinical trials. The first route focused on stereoselective isomerization of the double bond on the cephalosporin structure without significant changes from the initial synthetic route. For the second route, we set an alternative starting material and then optimized a Mannich-type reaction followed by stereoselective reduction, to enable shortening of the reaction steps from the first route. This culminated in the synthesis of several hundred grams of the key intermediate <b>4</b> leading to RSC-435830.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"29 6","pages":"1560–1570 1560–1570"},"PeriodicalIF":3.1,"publicationDate":"2025-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144320462","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
Stereoselective and Scalable Synthesis of Potent Antibiotic RSC-435830 Through a Key Intermediate C2 (S)-Methylcephalosporin 通过关键中间体C2 (S)-甲基头孢菌素立体选择性和可扩展合成强效抗生素RSC-435830
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2025-05-30 DOI: 10.1021/acs.oprd.5c00111
Shinya Hisakawa, Katsuki Yokoo, Shinichiro Hara, Toshiaki Aoki, Jun Sato, Hiroki Kusano, Yoshifumi Kusumoto, Kenji Yamawaki
{"title":"Stereoselective and Scalable Synthesis of Potent Antibiotic RSC-435830 Through a Key Intermediate C2 (S)-Methylcephalosporin","authors":"Shinya Hisakawa, Katsuki Yokoo, Shinichiro Hara, Toshiaki Aoki, Jun Sato, Hiroki Kusano, Yoshifumi Kusumoto, Kenji Yamawaki","doi":"10.1021/acs.oprd.5c00111","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00111","url":null,"abstract":"Cephalosporins are valuable antibiotics for clinical treatment of infectious diseases. RSC-435830 is a cephalosporin-containing antibiotic with a unique C2 (<i>S</i>)-methylcephalosporin structure. It was a synthetic challenge to construct a chiral methyl group at the C-2 position on the cephalosporin scaffold. We report herein two routes for the stereoselective and scalable synthesis of C2 (<i>S</i>)-methylcephalosporin <b>4</b>, a key intermediate of RSC-435830, that has advanced to phase I clinical trials. The first route focused on stereoselective isomerization of the double bond on the cephalosporin structure without significant changes from the initial synthetic route. For the second route, we set an alternative starting material and then optimized a Mannich-type reaction followed by stereoselective reduction, to enable shortening of the reaction steps from the first route. This culminated in the synthesis of several hundred grams of the key intermediate <b>4</b> leading to RSC-435830.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"6 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2025-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144177401","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
Up-Scale Pseudotelescopic Photoinduced Arndt-Eistert α-Amino Acid Homologation in a Flow Reactor Cascade 流动反应器级联中伪伸缩光诱导α-氨基酸同源性的研究
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2025-05-30 DOI: 10.1021/acs.oprd.5c00061
Viacheslav V. Pendiukh, Hanna V. Yakovleva, Ivan A. Stadniy, Olexandr Ye Pashenko, Olesia B. Volovenko, Alexander B. Rozhenko, Serhiy V. Ryabukhin, Dmytro M. Volochnyuk
{"title":"Up-Scale Pseudotelescopic Photoinduced Arndt-Eistert α-Amino Acid Homologation in a Flow Reactor Cascade","authors":"Viacheslav V. Pendiukh, Hanna V. Yakovleva, Ivan A. Stadniy, Olexandr Ye Pashenko, Olesia B. Volovenko, Alexander B. Rozhenko, Serhiy V. Ryabukhin, Dmytro M. Volochnyuk","doi":"10.1021/acs.oprd.5c00061","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00061","url":null,"abstract":"We present an efficient, pseudotelescopic synthesis of β-amino acids via the Arndt-Eistert homologation of α-amino acids using a flow reactor cascade. Our system utilizes flow generation of diazomethane, diazoketone preparation, and subsequent photoflow Wolff rearrangement without intermediate isolation. This innovative method enhances safety, improves scalability, and allows access to substrates previously unavailable in thermal/catalytic Wolff rearrangement. Notably, the reaction conditions are mild, which lead to high yields and excellent purity, thereby expanding the synthetic utility of the Wolff rearrangement. This work unveils a versatile and scalable approach to β-amino acid synthesis, opening new synthetic and medicinal chemistry avenues.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"2 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2025-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144177396","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
Rapid Development of a Scalable Reduction of R-Carvone Utilizing Commercially Available Biocatalysts 利用市售生物催化剂可伸缩还原r -香芹酮的快速发展
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2025-05-29 DOI: 10.1021/acs.oprd.5c00116
Shane M. McKenna, David T. George, Yichen Tan
{"title":"Rapid Development of a Scalable Reduction of R-Carvone Utilizing Commercially Available Biocatalysts","authors":"Shane M. McKenna, David T. George, Yichen Tan","doi":"10.1021/acs.oprd.5c00116","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00116","url":null,"abstract":"This work demonstrates the rapid optimization and scale-up of biocatalytic cascades in early development programs, achieving efficient results without the need for lengthy upfront evolution campaigns which are expensive and often do not meet project delivery timelines, which range from 6 to 12 months. By utilizing readily available enzymes, we were able to streamline the process from initial screening to a 100 g reaction, highlighting the feasibility and benefits of this approach in a significantly reduced time frame. Specifically, the ERED- and KRED-catalyzed reduction of <i>R</i>-carvone is described, which allows access to <i>R</i>,<i>R</i>,<i>R</i>-dihydrocarveol with high enantio- and diastereoselectivity under mild conditions.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"147 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2025-05-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144165684","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
Rapid Development of a Scalable Reduction of R-Carvone Utilizing Commercially Available Biocatalysts 利用市售生物催化剂可伸缩还原r -香芹酮的快速发展
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2025-05-29 DOI: 10.1021/acs.oprd.5c0011610.1021/acs.oprd.5c00116
Shane M. McKenna*, David T. George* and Yichen Tan, 
{"title":"Rapid Development of a Scalable Reduction of R-Carvone Utilizing Commercially Available Biocatalysts","authors":"Shane M. McKenna*,&nbsp;David T. George* and Yichen Tan,&nbsp;","doi":"10.1021/acs.oprd.5c0011610.1021/acs.oprd.5c00116","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00116https://doi.org/10.1021/acs.oprd.5c00116","url":null,"abstract":"<p >This work demonstrates the rapid optimization and scale-up of biocatalytic cascades in early development programs, achieving efficient results without the need for lengthy upfront evolution campaigns which are expensive and often do not meet project delivery timelines, which range from 6 to 12 months. By utilizing readily available enzymes, we were able to streamline the process from initial screening to a 100 g reaction, highlighting the feasibility and benefits of this approach in a significantly reduced time frame. Specifically, the ERED- and KRED-catalyzed reduction of <i>R</i>-carvone is described, which allows access to <i>R</i>,<i>R</i>,<i>R</i>-dihydrocarveol with high enantio- and diastereoselectivity under mild conditions.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"29 6","pages":"1571–1576 1571–1576"},"PeriodicalIF":3.1,"publicationDate":"2025-05-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144320461","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
Scaling Helicene Synthesis via Photochemical Oxidation─A Comparison between Batch and Flow Reactors 光化学氧化催化合成螺旋烯─间歇反应器与流动反应器之比较
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2025-05-28 DOI: 10.1021/acs.oprd.5c0003810.1021/acs.oprd.5c00038
Patrick Hewitt*, John H. Dunlap, Vikas Varshney, Luke A. Baldwin and Davide L. Simone*, 
{"title":"Scaling Helicene Synthesis via Photochemical Oxidation─A Comparison between Batch and Flow Reactors","authors":"Patrick Hewitt*,&nbsp;John H. Dunlap,&nbsp;Vikas Varshney,&nbsp;Luke A. Baldwin and Davide L. Simone*,&nbsp;","doi":"10.1021/acs.oprd.5c0003810.1021/acs.oprd.5c00038","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00038https://doi.org/10.1021/acs.oprd.5c00038","url":null,"abstract":"<p >Helicenes are a class of helically chiral, aromatic molecules that are often functionalized and are of interest for a variety of applications due to their axial chirality. However, their syntheses are typically conducted under high dilution conditions to prevent undesirable side reactions and require large volumes of solvent, which makes scaling up a challenge. This study discusses the challenges of scaling helicene syntheses and offers facile strategies to address some of these challenges. The increased interest for using helicenes to address materials, sensing, and electronic applications necessitates that strategies for scaling them effectively with high purity need to be developed. It is well-known that flow chemistry facilitates more reproducible, scalable, safe, and efficient options for chemical synthesis, making it a valuable tool in both academic and industrial settings, as it allows for precise control over reaction conditions such as stoichiometry, mixing, temperature, and reaction time, leading to greater yields and better selectivity for a variety of reaction classes. Using quantitative <sup>1</sup>H-NMR and isolated yields of the desired product and notable side products, we evaluated three reactor systems: 1L-batch, 5L-batch, and flow reactors towards the synthesis of a [5]-helicene tetraester (5HLTE). After initial optimization, the optimal conditions were used to demonstrate the scalability and provided throughput of ∼5 g/day in a 5 mL reactor flow system, scaling linearly with reactor volume. Discrete control of purity is vital for these applications in that impurities may provide incorrect structure–property conclusions when applied to organic electronics and polymer mechanical properties.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"29 6","pages":"1440–1445 1440–1445"},"PeriodicalIF":3.1,"publicationDate":"2025-05-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144320739","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
Exploring New Reactions with an Accessible High-throughput Screening (Open-HTS) Chemical Robotic System 利用可访问的高通量筛选(Open-HTS)化学机器人系统探索新反应
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2025-05-28 DOI: 10.1021/acs.oprd.5c0002710.1021/acs.oprd.5c00027
Heming Jiang, Ying Chen, Meirong Huang, Tingjun Liu, Yun-Dong Wu* and Xinhao Zhang*, 
{"title":"Exploring New Reactions with an Accessible High-throughput Screening (Open-HTS) Chemical Robotic System","authors":"Heming Jiang,&nbsp;Ying Chen,&nbsp;Meirong Huang,&nbsp;Tingjun Liu,&nbsp;Yun-Dong Wu* and Xinhao Zhang*,&nbsp;","doi":"10.1021/acs.oprd.5c0002710.1021/acs.oprd.5c00027","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00027https://doi.org/10.1021/acs.oprd.5c00027","url":null,"abstract":"<p >High-throughput screening offers the potential to expedite labor-intensive experiments more efficiently. In this work, we developed a cost-effective, versatile, and high-throughput microfluidic-based chemical robotic system (Open-HTS) which accomplishes reaction discovery, optimization of reaction conditions, and evaluation of substrate scope with a zoom-in convergent strategy. We demonstrated that 9 hits of new reactions were discovered by exploring 3920 reactions at the time scale of 1.2 min per reaction with this chemical robot. Further automatic optimization and evaluation on chemical parameters, scale, and substrate scopes were conducted for the newly discovered nitrile hydration reaction. This platform can be easily accessed and accelerates reaction discovery conducted by a traditional synthetic laboratory.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"29 6","pages":"1423–1431 1423–1431"},"PeriodicalIF":3.1,"publicationDate":"2025-05-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144320738","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
Exploring New Reactions with an Accessible High-throughput Screening (Open-HTS) Chemical Robotic System 利用可访问的高通量筛选(Open-HTS)化学机器人系统探索新反应
IF 3.4 3区 化学
Organic Process Research & Development Pub Date : 2025-05-28 DOI: 10.1021/acs.oprd.5c00027
Heming Jiang, Ying Chen, Meirong Huang, Tingjun Liu, Yun-Dong Wu, Xinhao Zhang
{"title":"Exploring New Reactions with an Accessible High-throughput Screening (Open-HTS) Chemical Robotic System","authors":"Heming Jiang, Ying Chen, Meirong Huang, Tingjun Liu, Yun-Dong Wu, Xinhao Zhang","doi":"10.1021/acs.oprd.5c00027","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00027","url":null,"abstract":"High-throughput screening offers the potential to expedite labor-intensive experiments more efficiently. In this work, we developed a cost-effective, versatile, and high-throughput microfluidic-based chemical robotic system (Open-HTS) which accomplishes reaction discovery, optimization of reaction conditions, and evaluation of substrate scope with a zoom-in convergent strategy. We demonstrated that 9 hits of new reactions were discovered by exploring 3920 reactions at the time scale of 1.2 min per reaction with this chemical robot. Further automatic optimization and evaluation on chemical parameters, scale, and substrate scopes were conducted for the newly discovered nitrile hydration reaction. This platform can be easily accessed and accelerates reaction discovery conducted by a traditional synthetic laboratory.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"43 1","pages":""},"PeriodicalIF":3.4,"publicationDate":"2025-05-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144153431","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
Lessons Learned in Developing a Manufacturing Facility for Flow Chemistry 开发流动化学制造设备的经验教训
IF 3.1 3区 化学
Organic Process Research & Development Pub Date : 2025-05-28 DOI: 10.1021/acs.oprd.5c0008210.1021/acs.oprd.5c00082
Hirotsugu Usutani*, 
{"title":"Lessons Learned in Developing a Manufacturing Facility for Flow Chemistry","authors":"Hirotsugu Usutani*,&nbsp;","doi":"10.1021/acs.oprd.5c0008210.1021/acs.oprd.5c00082","DOIUrl":"https://doi.org/10.1021/acs.oprd.5c00082https://doi.org/10.1021/acs.oprd.5c00082","url":null,"abstract":"<p >Specific designs are necessary when installing manufacturing facilities for active pharmaceutical ingredient (API) plants, especially for scaling up manufacturing using flow chemistry. Each flow reactor is a device focused on an intended reaction. However, due to the required heat exchange (heating or cooling), the parts responsible for carrying out the reactions (the flow reactor itself) are often enclosed in a jacket or setup in a way that makes it difficult to verify the internal structure from the external view. In this paper, we present a case where a piping error made during the installation of a flow system, designed for oxidation reactions with heating, led to a subsequent manufacturing failure, as the error went undetected before operation was started. In retrospect, it would have been possible to identify the piping error ahead of starting manufacture, based on data, such as the internal pressures, obtained during the premanufacturing test. Specifically, the mistake highlighted the importance of identifying the flow lines with ″synchronized internal pressures″ and prediction of the flow lines where the internal pressure is expected to be at its highest or lowest. It is thought that our observations regarding the failure offer an example for OPR&amp;D’s special issue on ‘Lessons Learned in Organic Process Chemistry’ and the details will be disclosed.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"29 6","pages":"1486–1494 1486–1494"},"PeriodicalIF":3.1,"publicationDate":"2025-05-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144320776","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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