Asymmetric synthesis of amines using tert-butanesulfinamide | |
Xu, Hai-Chao ; Chowdhury, Somenath ; Ellman, Jonathan A. ; Xu HC(徐海超) | |
刊名 | http://dx.doi.org/10.1038/nprot.2013.134
![]() |
2013 | |
关键词 | CATHEPSIN-S ARYLBORONIC ACIDS CHIRAL AMINES DIASTEREOSELECTIVE SYNTHESIS ORGANOMETALLIC REAGENTS NONPEPTIDIC INHIBITORS DIRECT CONDENSATION IMINO ESTERS IDENTIFICATION SULFINIMINES |
英文摘要 | US National Science Foundation [CHE-1049571]; Chiral amines are prevalent in many bioactive molecules, including amino acids and pharmaceutical agents. tert-Butanesulfinamide (tBS) is a chiral amine reagent that has enabled the reliable asymmetric synthesis of a very broad range of different amine structures from simple, readily available starting materials. Three steps are commonly applied to the asymmetric synthesis of amines: (i) condensation of tBS with a carbonyl compound, (ii) nucleophile addition and (iii) tert-butanesulfinyl group cleavage. Here we demonstrate these steps with the preparation of a propargylic tertiary carbinamine, one of a class of amines that have been used for many different biological purposes, including click chemistry applications, diversity-oriented synthesis, the preparation of peptide isosteres and the development of protease inhibitors as drug candidates and imaging agents. The process described here can be performed in 3-4 d. |
语种 | 英语 |
出版者 | NATURE PUBLISHING GROUP |
内容类型 | 期刊论文 |
源URL | [http://dspace.xmu.edu.cn/handle/2288/88839] ![]() |
专题 | 化学化工-已发表论文 |
推荐引用方式 GB/T 7714 | Xu, Hai-Chao,Chowdhury, Somenath,Ellman, Jonathan A.,et al. Asymmetric synthesis of amines using tert-butanesulfinamide[J]. http://dx.doi.org/10.1038/nprot.2013.134,2013. |
APA | Xu, Hai-Chao,Chowdhury, Somenath,Ellman, Jonathan A.,&徐海超.(2013).Asymmetric synthesis of amines using tert-butanesulfinamide.http://dx.doi.org/10.1038/nprot.2013.134. |
MLA | Xu, Hai-Chao,et al."Asymmetric synthesis of amines using tert-butanesulfinamide".http://dx.doi.org/10.1038/nprot.2013.134 (2013). |
个性服务 |
查看访问统计 |
相关权益政策 |
暂无数据 |
收藏/分享 |
除非特别说明,本系统中所有内容都受版权保护,并保留所有权利。
修改评论