Methods for preparing captopril and its analogues

Details Methods for preparing captopril and its analogues Methods for preparing captopril and its analogues

1991-09-25

1992-11-24

Brust, Joseph Paul

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546226, 548237, 548953, C07D20504, C07D20714, C07D20716, C07D21136

Patent

active

051663619

ABSTRACT:
This invention relates to novel methods for converting a diastereomeric mixture of S-protected derivatives of an orally active inhibitor of an angiotensin-converting enzyme (ACE) and its analogues into its separate optically resolved diastereomeric components. Specifically the invention relates to methods for the preparation of optically purified captopril and its analogs from racemic precursors. This resolution process is achieved through the fractional crystallization of S-protected derivatives of captopril and its precursors, which derivatives are useful for the reason that they are (1) easily prepared from novel precursors, (2) resolvable to their optically purified stereoisomeric species and (3) convertible to non-derivatized stereoisomeric species which correspond to the pharmacologically active inhibitor and its analogues. Novel methods for preparing the derivatives and their precursors are also noted herein. In addition, the novel derivatives and their precursors are also described herein.

REFERENCES:
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patent: 4332725 (1982-06-01), Fischer et al.
patent: 4506082 (1985-03-01), Crossley
Wilen et al., Tetrahedron, vol. 33: pp. 2725-2736 (1977).

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