Chemoenzymatic synthesis of (1S,2R)-1-amino-2-indanol, a key intermediate of HIV protease inhibitor, indinavir

2000-04-21
Demir, AS
Hamamcı, Haluk
Doganel, F
Ozgul, E
The synthesis of (1S,2R)-1-amino-2-indanol, a key component of HIV protease inhibitor is accomplished in four steps starting from indanone efficiently and with high levels of diastereo- and enantioselectivity. The starting material is converted into 2-acetoxy-1-indanone involving Manganese (III) acetate oxidation. The 2-acetoxyketone is hydrolyzed to 2-hydroxy-1-indanone enantioselectively using Rhizopus oryzae. Selective reduction of 2-hydroxyoxime derivative, derived from the 2-hydroxyketone, gives the amino alcohol up to 98% diastereo- and enantioselectivity. (C) 2000 Elsevier Science B.V. All lights reserved.
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC

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Citation Formats
A. Demir, H. Hamamcı, F. Doganel, and E. Ozgul, “Chemoenzymatic synthesis of (1S,2R)-1-amino-2-indanol, a key intermediate of HIV protease inhibitor, indinavir,” JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, pp. 157–161, 2000, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/29880.