Synthetic approaches to imino sugar (2R,3R,4S)-2-(hydroxymethyl)-4-methylpyrrolidine-3,4-diol from naturally occurring sugar and amino acid

被引:3
|
作者
Kotian, Pravin L. [1 ]
Ghosh, Ajit [1 ]
Lin, Tsu-Hsing [1 ]
Wu, Minwan [1 ]
Kumar, V. Satish [1 ]
Babu, Yarlagadda S. [1 ]
Chand, Pooran [1 ]
机构
[1] BioCryst Pharmaceut Inc, Birmingham, AL 35244 USA
关键词
Imino sugar; HCV; INHIBITORS; DERIVATIVES; ANALOG;
D O I
10.1016/j.tetlet.2010.11.068
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Imino sugar compound 3 was prepared by two alternative routes starting from ribose and D-serine. From D-serine (3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methylpyrrolidin-2-one was prepared in five steps in 50% overall yield, which was further converted into (2R,3R,4S)-2-(hydroxymethyl)-4-methylpyrrolidine-3,4-diol in three steps in 23% overall yield. (c) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:365 / 368
页数:4
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