C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/323, 260/306
C07D 207/16 (2006.01) C07B 57/00 (2006.01) C07D 403/12 (2006.01) C07K 7/14 (2006.01) A61K 31/40 (2006.01)
Patent
CA 1338867
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 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. The invention also pertains to the aforesaid novel derivatives utilized in the resolution methods and their precursors. In addition, novel methods for preparing the derivatives and their precursors are also noted herein.
609215
Osler Hoskin & Harcourt Llp
Sepracor Inc.
Zepp Charles M.
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