阿加瓦尔烯醛双环中间体合成的放大研究

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED

Organic Process Research & Development Pub Date : 2024-06-18 DOI:10.1021/acs.oprd.4c00209

Andrejs Pelšs*, and , Kirill Shubin,

{"title":"阿加瓦尔烯醛双环中间体合成的放大研究","authors":"Andrejs Pelšs*,  and , Kirill Shubin, ","doi":"10.1021/acs.oprd.4c00209","DOIUrl":null,"url":null,"abstract":"Recently, a multitude of modern and short syntheses of various prostanoids were reported, rejuvenating this synthesis field. One such synthesis reported by Aggarwal et al. has good potential for industrialization. Herein, synthesis of bicyclic enal intermediate (Aggarwal enal) was demonstrated on a hectogram scale by finding an appropriate l-proline source which is soluble under overhead stirring conditions in reactor. Kilogram scale synthesis of volatile starting material─succinaldehyde─was achieved in a high yield by finding a suitable isolation method.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":null,"pages":null},"PeriodicalIF":3.1000,"publicationDate":"2024-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Scale-Up Investigation of Aggarwal Enal Bicyclic Intermediate Synthesis\",\"authors\":\"Andrejs Pelšs*,  and , Kirill Shubin, \",\"doi\":\"10.1021/acs.oprd.4c00209\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Recently, a multitude of modern and short syntheses of various prostanoids were reported, rejuvenating this synthesis field. One such synthesis reported by Aggarwal et al. has good potential for industrialization. Herein, synthesis of bicyclic enal intermediate (Aggarwal enal) was demonstrated on a hectogram scale by finding an appropriate l-proline source which is soluble under overhead stirring conditions in reactor. Kilogram scale synthesis of volatile starting material─succinaldehyde─was achieved in a high yield by finding a suitable isolation method.\",\"PeriodicalId\":55,\"journal\":{\"name\":\"Organic Process Research & Development\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":3.1000,\"publicationDate\":\"2024-06-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Process Research & Development\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.oprd.4c00209\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Process Research & Development","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.oprd.4c00209","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}

引用次数: 0

摘要

最近，许多关于各种前列腺素的现代简短合成方法被报道出来，为这一合成领域注入了新的活力。Aggarwal 等人报道的一种合成方法具有良好的工业化潜力。在这里，通过寻找一种合适的 l-脯氨酸来源，并在反应器中的顶置搅拌条件下进行溶解，在公斤级规模上演示了双环烯醛中间体（Aggarwal 烯醛）的合成。通过找到一种合适的分离方法，实现了挥发性起始原料--丁二醛--的公斤级高产率合成。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Scale-Up Investigation of Aggarwal Enal Bicyclic Intermediate Synthesis

查看原文本刊更多论文

Scale-Up Investigation of Aggarwal Enal Bicyclic Intermediate Synthesis

Recently, a multitude of modern and short syntheses of various prostanoids were reported, rejuvenating this synthesis field. One such synthesis reported by Aggarwal et al. has good potential for industrialization. Herein, synthesis of bicyclic enal intermediate (Aggarwal enal) was demonstrated on a hectogram scale by finding an appropriate l-proline source which is soluble under overhead stirring conditions in reactor. Kilogram scale synthesis of volatile starting material─succinaldehyde─was achieved in a high yield by finding a suitable isolation method.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

期刊介绍： The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.