Turkish Journal of Chemistry
DOI
-
Abstract
(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% {\it cis} selectivity.
Keywords
Manganese(III) oxidation, imine reduction, enantioselective hydrolysis, 1-amino-2-indanol
First Page
141
Last Page
146
Recommended Citation
DEMİR, AYHAN S.; AKSOY-CAM, HİLAL; CAMKETEN, NURETTİN; HAMAMCI, HALUK; and DOĞANEL, FATOŞ (2000) "An Efficient Synthesis of (1 S , 2 R )-1-Amino-2-Indanol, A Key Intermediate of HIV Protease Inhibitor, Indinavir," Turkish Journal of Chemistry: Vol. 24: No. 2, Article 4. Available at: https://journals.tubitak.gov.tr/chem/vol24/iss2/4
