文献类型：期刊文献

英文题名：The first highly stereoselective approach to the mitotic kinesin Eg5 inhibitor HR22C16 and its analogues

作者：Xiao, Sen[1];Shi, Xiao-Xin[1]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Dept Pharmaceut Engn, Shanghai 200237, Peoples R China

年份：2010

卷号：21

期号：2

起止页码：226

外文期刊名：TETRAHEDRON-ASYMMETRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000276083200016)】；

基金：We thank the National Natural Science Foundation of China (No. 20972048) and Shanghai Educational Development Foundation (The Dawn Program: No. 03SG27) for the financial support of this work.

语种：英文

摘要：A general method for the synthesis of the mitotic kinesin Eg5 inhibitor HR22C16 1 and its analogues based on protecting group (PG)-modulated highly diastereoselective Pictet-Spengler reaction of L-tryptophan methyl ester hydrochloride with meta-(RO)-benzaldehyde is described. By using the enantiomerically pure (1R,3S)-1,3-disubstituted tetrahydro-beta-carboline trans-4c as a common chiral synthon, HR22C16 1 and its analogues 2 and 3 were synthesized in 90.1%, 90.2%, and 86.5% overall yields, respectively. (C) 2010 Elsevier Ltd. All rights reserved.