Tetrahedron: Asymmetry

Chemoenzymatic synthesis of calcilytic agent NPS-2143 employing a lipase-mediated resolution protocol

A Kamal, G Chouhan

Index: Kamal, Ahmed; Chouhan, Gagan Tetrahedron Asymmetry, 2005 , vol. 16, # 16 p. 2784 - 2789

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Citation Number: 11

Abstract

The kinetic resolution of chlorohydrin (±)-6 has been successfully carried out via a lipase- mediated transesterification with vinyl acetate in organic as well as ionic liquid media to yield (R)-alcohol 6 and (S)-acetate 7 in high enantioselectivity. An enantioconvergent synthesis has also been achieved by a Mitsunobu esterification of a mixture of (R)-alcohol 6 and (S)-acetate 7 in one pot to convert the (R)-alcohol 6 to (S)-acetate 7.(S)-Acetate 7 has ...

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