胆固醇和薯蓣皂苷衍生环 A-内酯的非对映-歧化合成。老问题的便捷解决方案。核磁共振和 X 射线表征

Synthesis Pub Date : 2024-06-04 DOI:10.1055/a-2338-4149
William H. García‐Santos, Paola Valente-Valdovinos, Alvaro J. Cortina-Mendoza, Marcos FLORES-ALAMOS, M. A. Iglesias‐Arteaga
{"title":"胆固醇和薯蓣皂苷衍生环 A-内酯的非对映-歧化合成。老问题的便捷解决方案。核磁共振和 X 射线表征","authors":"William H. García‐Santos, Paola Valente-Valdovinos, Alvaro J. Cortina-Mendoza, Marcos FLORES-ALAMOS, M. A. Iglesias‐Arteaga","doi":"10.1055/a-2338-4149","DOIUrl":null,"url":null,"abstract":"A convenient protocol for the synthesis of A-ring lactones derived from cholesterol was developed. A lactone reduction-lactol separation-reoxidation sequence, applied to the inseparable mixture of diastereomeric lactones allows the production of multigram amounts of each lactone in pure form. The same sequence applied to A-ring lactones derived from diosgenin produced similar results. A detailed NMR characterization of all the obtained lactones is also provided. X-ray diffraction corroborated the structure of the obtained compounds.","PeriodicalId":501298,"journal":{"name":"Synthesis","volume":"68 15","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Diastereo-Divergent Synthesis of Ring A-lactones Derived From Cholesterol and Diosgenin. A Convenient Solution for an Old Problem. NMR and X-Ray Characterization\",\"authors\":\"William H. García‐Santos, Paola Valente-Valdovinos, Alvaro J. Cortina-Mendoza, Marcos FLORES-ALAMOS, M. A. Iglesias‐Arteaga\",\"doi\":\"10.1055/a-2338-4149\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A convenient protocol for the synthesis of A-ring lactones derived from cholesterol was developed. A lactone reduction-lactol separation-reoxidation sequence, applied to the inseparable mixture of diastereomeric lactones allows the production of multigram amounts of each lactone in pure form. The same sequence applied to A-ring lactones derived from diosgenin produced similar results. A detailed NMR characterization of all the obtained lactones is also provided. X-ray diffraction corroborated the structure of the obtained compounds.\",\"PeriodicalId\":501298,\"journal\":{\"name\":\"Synthesis\",\"volume\":\"68 15\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-06-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthesis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1055/a-2338-4149\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2338-4149","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

摘要

我们开发出了一种从胆固醇合成 A 环内酯的简便方案。采用内酯还原-内酯分离-氧化的顺序,对非对映异构内酯的不可分离混合物进行处理,可以生产出多克数的纯内酯。同样的方法也适用于从薯蓣皂苷中提取的 A 环内酯,结果类似。此外,还对所有获得的内酯进行了详细的核磁共振表征。X 射线衍射证实了所获化合物的结构。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Diastereo-Divergent Synthesis of Ring A-lactones Derived From Cholesterol and Diosgenin. A Convenient Solution for an Old Problem. NMR and X-Ray Characterization

Diastereo-Divergent Synthesis of Ring A-lactones Derived From Cholesterol and Diosgenin. A Convenient Solution for an Old Problem. NMR and X-Ray Characterization
A convenient protocol for the synthesis of A-ring lactones derived from cholesterol was developed. A lactone reduction-lactol separation-reoxidation sequence, applied to the inseparable mixture of diastereomeric lactones allows the production of multigram amounts of each lactone in pure form. The same sequence applied to A-ring lactones derived from diosgenin produced similar results. A detailed NMR characterization of all the obtained lactones is also provided. X-ray diffraction corroborated the structure of the obtained compounds.
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
自引率
0.00%
发文量
0
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信