C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/323
C07D 207/16 (2006.01) C07D 207/08 (2006.01) C07D 498/04 (2006.01)
Patent
CA 1265525
ABSTRACT PROCESS AND INTERMEDIATES FOR PREPARING trans-4- SUBSTITUTED-S-PROLINES 4-Substituted proline derivatives having the formula Image can be prepared by reacting the compound having the formula Image with a compound having the formula R2-?-R3 to obtain a compound having the formula Image (a novel intermediate), alkylating that compound to obtain a compound having the formula Image (a novel intermediate), converting that compound to a compound having the formula Image (a novel intermediate), and oxidizing that compound to yield the desired proline having the formula Image , wherein R1 alkyl, cycloalkyl, aryl or arylalkyl, R1' is alkyl, cycloalkayl, aryl or arylalkyl, R2 is alkyl, aryl, arylalkyl or cycloalkyl and R3 is hydrogen, alkyl, aryl, arylalkyl or cycloalkyl, said proline itself being useful as an intermediate in the preparation of an angiotensin converting enzyme (ACE) inhibitor of the formula Ia or Ib: Ia Image Ib Image
494153
E.r. Squibb & Sons Inc.
Osler Hoskin & Harcourt Llp
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