{"title":"合成含 MBX-4132 的 1,3,4-oxadiazole 的新型高效工艺,作为淋病奈瑟菌的抗菌剂","authors":"Prachi Ramteke , M.S. Gill","doi":"10.1080/00397911.2024.2424995","DOIUrl":null,"url":null,"abstract":"<div><div>A novel and efficient approach to the synthesis of MBX-4132 has been reported. Having 1,3,4-oxadiazole-containing compound that inhibits trans translation process by binding to the bacterial ribosome and act as an antimicrobial agent. It involved the reaction of 5-(4-fluorophenyl)-1,3,4-oxadiazol-2-amine, with diphenyl carbonate to yield the corresponding carbamates, which <em>in situ</em> reacted with 1,2,3,4-tetrahydroisoquinoline to produce MBX-4132 with a comparatively higher yield (65%). The above process involves mild reaction conditions and uses nontoxic, non-hazardous, and cheaper reagents such as diphenyl carbonate as a carbonyl source thereby making the process economical and environment friendly.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 24","pages":"Pages 2159-2168"},"PeriodicalIF":1.8000,"publicationDate":"2024-11-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Novel and efficient process for the synthesis of 1,3,4-oxadiazole containing MBX-4132 as antimicrobial agent in Neisseria gonorrhoeae\",\"authors\":\"Prachi Ramteke , M.S. Gill\",\"doi\":\"10.1080/00397911.2024.2424995\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A novel and efficient approach to the synthesis of MBX-4132 has been reported. Having 1,3,4-oxadiazole-containing compound that inhibits trans translation process by binding to the bacterial ribosome and act as an antimicrobial agent. It involved the reaction of 5-(4-fluorophenyl)-1,3,4-oxadiazol-2-amine, with diphenyl carbonate to yield the corresponding carbamates, which <em>in situ</em> reacted with 1,2,3,4-tetrahydroisoquinoline to produce MBX-4132 with a comparatively higher yield (65%). The above process involves mild reaction conditions and uses nontoxic, non-hazardous, and cheaper reagents such as diphenyl carbonate as a carbonyl source thereby making the process economical and environment friendly.</div></div>\",\"PeriodicalId\":22119,\"journal\":{\"name\":\"Synthetic Communications\",\"volume\":\"54 24\",\"pages\":\"Pages 2159-2168\"},\"PeriodicalIF\":1.8000,\"publicationDate\":\"2024-11-11\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthetic Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S0039791124001322\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791124001322","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Novel and efficient process for the synthesis of 1,3,4-oxadiazole containing MBX-4132 as antimicrobial agent in Neisseria gonorrhoeae
A novel and efficient approach to the synthesis of MBX-4132 has been reported. Having 1,3,4-oxadiazole-containing compound that inhibits trans translation process by binding to the bacterial ribosome and act as an antimicrobial agent. It involved the reaction of 5-(4-fluorophenyl)-1,3,4-oxadiazol-2-amine, with diphenyl carbonate to yield the corresponding carbamates, which in situ reacted with 1,2,3,4-tetrahydroisoquinoline to produce MBX-4132 with a comparatively higher yield (65%). The above process involves mild reaction conditions and uses nontoxic, non-hazardous, and cheaper reagents such as diphenyl carbonate as a carbonyl source thereby making the process economical and environment friendly.
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.