ClTi(OiPr)3促进的固相还原胺化反应：基于联芳基的磺酰胺文库的组合合成

ClTi(OiPr)3-promoted reductive amination on the solid phase: combinatorial synthesis of a biaryl-based sulfonamide library.

作者信息

Gutierrez Corey D, Bavetsias Vassilios, McDonald Edward

机构信息

Cancer Research UK Centre for Cancer Therapeutics at The Institute of Cancer Research, Cancer Research UK, Laboratory, 15 Cotswold Road, Sutton, Surrey SM2 5NG, United Kingdom.

出版信息

J Comb Chem. 2008 Mar-Apr;10(2):280-4. doi: 10.1021/cc700132f. Epub 2008 Jan 12.

DOI:10.1021/cc700132f

PMID:18189368

Abstract

A combinatorial library (9 amines x 7 sulfonyl chlorides x 13 boronic acids = 819 compounds) was produced on solid support in a four-step sequence, i.e., ClTi(O(i)Pr)3-promoted reductive amination, sulfonylation of the resin-bound amine, Suzuki cross-coupling, and acid-mediated cleavage. The library members were obtained in moderate quantity (1-8 mg) with over 70% of the sampled products greater than 90% pure according to LC-MS analysis.

摘要

通过四步反应在固相载体上构建了一个组合库（9种胺×7种磺酰氯×13种硼酸 = 819种化合物），即ClTi(O(i)Pr)3促进的还原胺化反应、树脂负载胺的磺酰化反应、铃木交叉偶联反应以及酸介导的裂解反应。根据液相色谱-质谱分析，该库成员的产量适中（1-8毫克），超过70%的抽样产品纯度高于90%。