Volume 27, Issue 11
Isocyclic Compounds
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ChemInform Abstract: Lipase-Mediated Resolution of Inden-1-ol.

M. TAKAHASHI

M. TAKAHASHI

Pharm. Inst., Tohoku Univ., Aobayama, Sendai 980-77, Japan

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R. KOIKE

R. KOIKE

Pharm. Inst., Tohoku Univ., Aobayama, Sendai 980-77, Japan

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K. OGASAWARA

K. OGASAWARA

Pharm. Inst., Tohoku Univ., Aobayama, Sendai 980-77, Japan

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First published: March 12, 1996

Abstract

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ChemInform Abstract

All attempts of a kinetic acetylation of racemic inden-1-ol with vinyl acetate fail whereas the kinetic deacetylation of (I) proceeds in high yield and enantioselectivity. The usefulness of such material is shown by the transformation of (S)-(I) into the optically active amino alcohol (VIII), which is a key starting material for the synthesis of HIV-1 protease inhibitors. The latter transformation is also a determination of the absolute configuration of (S)-(I).

chemical structure image

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