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

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC Synthetic Communications Pub Date : 2024-11-11 DOI:10.1080/00397911.2024.2424995
Prachi Ramteke , M.S. Gill
{"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 ,&nbsp;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 ,&nbsp;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}
引用次数: 0

摘要

据报道,一种新颖高效的方法合成了 MBX-4132。这种含有 1,3,4-恶二唑的化合物通过与细菌核糖体结合来抑制反式翻译过程,并可作为一种抗菌剂。它涉及 5-(4-氟苯基)-1,3,4-恶二唑-2-胺与碳酸二苯酯的反应,生成相应的氨基甲酸酯,氨基甲酸酯与 1,2,3,4-四氢异喹啉原位反应生成 MBX-4132,产率相对较高(65%)。上述工艺的反应条件温和,使用碳酸二苯酯等无毒、无害、成本较低的试剂作为羰基源,因此既经济又环保。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
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.
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
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
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.
期刊最新文献
Synthesis and antioxidant activity of 14-Aryl-14H-dibenzo[a,j] xanthene’s and bis(3-hydroxy-5,5′-dimethyl-2-cyclohexene-1-ones) derivatives using silica-tungstosulfonic acid catalyst Novel and efficient process for the synthesis of 1,3,4-oxadiazole containing MBX-4132 as antimicrobial agent in Neisseria gonorrhoeae Novel Schiff bases of quinolin-4(1h)-one: Synthesis, antiproliferative evaluation, apoptosis, cell cycle, autophagy and molecular docking studies in human colon cancer cells Development of an improved and facile synthesis route of the FGFR inhibitor erdafitinib An efficient and practical synthesis of ferroptosis inducer erastin
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1