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An efficient synthesis of (1S, 2R)-1-amino-2-indanol, a key intermediate of HIV protease inhibitor, indinavir
Date
2000-01-01
Author
Demir, Ayhan Sıtkı
Aksoy-Cam, H
Camkerten, N
Hamamcı, Haluk
Doganel, F
Metadata
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This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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(1S,2R)-1-amino-2-indanol, a key component of an HIV protease inhibitor is synthesized in four steps starting from indanone. The Mn(OAC)(3) mediated acetoxylation of indanone followed by fungus catalyzed hydrolysis of acetoxyindanone furnished optically pure alpha-hydroxy indanone. Formation and enantioselective reduction of oxime ether of 2-hydroxyindanone afforded (1S, 2R)-1-amino-2-indanol in 97% cis selectivity.
Subject Keywords
Manganese(III) oxidation
,
Imine reduction
,
Enantioselective hydrolysis
,
1-amino-2-indanol
URI
https://hdl.handle.net/11511/54811
Journal
TURKISH JOURNAL OF CHEMISTRY
Collections
Department of Chemistry, Article