A practical synthesis of (1S,2R)-1-amimo-2-indanol, a key component of an HIV protease inhibitor, indinavir

被引：21
|
作者：
Kajiro, H
Mitamura, S
Mori, A
Hiyama, T
机构：
[1] Nippon Steel Corp Ltd, Adv Technol Res Labs, Nakahara Ku, Kawasaki, Kanagawa 2110035, Japan
[2] Tokyo Inst Technol, Resources Utilizat Res Lab, Midori Ku, Yokohama, Kanagawa 2268503, Japan
来源：
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1999年 / 72卷 / 05期
关键词：
D O I：
10.1246/bcsj.72.1093
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A synthesis of (1S,2R)-1-amino-2-indanol (1), a key component of an HIV protease inhibitor, was accomplished through (R)-2-hydroxy-1-indanone ((R)-3), which was prepared by an intramolecular Friedel-Crafts acylation of (R)-2-acetoxy-3-phenylpropanoic acid readily available from D-(R)-phenylalanine. Alternatively, (R)-3 was obtained by an enzymatic resolution of (+/-)-2-acetoxy-1-indanone. Ketone (R)-3 was converted into 1 through an oxime formation and diastereoselective hydrogenation.
引用
收藏
页码：1093 / 1100
页数：8
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