Pfizer Corporation

Pcbu Services, Inc.

David Robert Allen

Crystal A Achenbach-McCarthy

Vadim V Mozhaev

Rao H Valivety

A process and intermediates for producing 3-amino nitrites. The process involves resolving an enantiomeric mixture of chiral 3-amino nitrites in the presence of a chiral acid in a solvent system to produce a chiral 3-amino nitrile salt. The process may further comprise a recrystalizing step, wherein an enantiomerically enriched 3-amino nitrile salt is produced. The process may further comprise a salt exchanging step, wherein another acid is added to the chiral 3-amino nitrile salt or the enantiomerically enriched 3-amino nitrile salt to produce another 3-amino nitrile salt.

Preparation of chiral amino-nitriles

Methods for preparing enantiomerically enriched aminopentanenitriles are provided. The methods involve selective acylation of an enantiomeric mixture of 3-aminopentanenitrile or selective hydrolysis of an enantiomeric mixture of 3-aminopentanenitrile amide in the presence of an enzyme selected from the group comprising lipase, esterase, and acylase. The methods yield R-aminopentanenitrile, which can be used to produce pharmaceutical products.

Biocatalytic preparation of enantiomerically enriched aminopentanenitrile

Processes for the efficient production of chiral amino nitrites are disclosed. Generally, the processes include the esterification of the alcohol of a amino protected alcohol followed by nucleophilic substitution of the ester with a cyano group. In an exemplary embodiment the chiral amino nitrile produced is (R)-3-aminopentanenitrile.

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LaGrange Park, IL, United States of America

David Robert Allen