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EP0094443A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

6(R)-(2-(8(S) (2,2-dimethylbutyryloxy)-2(S),6(S)-dimethyl-1,2,3,4,4a(S),5,6,7,8,8a(S)-decahydronaphthyl-1(S))ethyl)-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one, process for preparing and pharmaceutical composition containing the same

Assignee: Merck and Co Inc
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Filing: 1982-05-17
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Granted: —
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Expires: 2002-05-17
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Abstract

Abstract 6(R)-[2-[8(S)(2,2-dimethylbutyryloxy)-2(S),6(S)-dimethyl-1,2,3,4,4a(S),5,6,7,8,88(S)-decahydronaphthyl-1 (S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one, a derivative of mevinolin is produced by reduction of mevinolin's allylic double bond system, saponification of the 2(S)-methylbutyryl ester, protection of the 4(R)-hydroxy, not necessarily in that order, followed by esterification of the 8(S)-hydroxy with a 2,2-dimethylbutyryl group and deprotection of the masked 4(R)-hydroxy group. The resulting compound is a potent antihypercholesterolemic agent.

Inventors

  • 👤 Alvin K. Willard
  • 👤 William F. Hoffman
  • 👤 Robert L. Smith

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-05 03:52
CPC Classifications
C; C07; C07D; C07D309/00; C07D309/16; C07D309/28; C07D309/30

Claims Analysis

Total Claims: 1
Claim 1
Independent Claim 82 words
A process for the preparation of a compound of structural formula I or Ia: or a pharmaceutically acceptable salt thereof, characterized in that a compound of structural formula: 'is treated with 2,2-dimethylbutyryl chloride to produce the compound of structural formula: followed by treatment with tetrabutylamonniuim fluoride trihydrate and acetic acid in an ethereal solvent to produce the compound of structural formula I, followed if desired by conversion to a pharmaceutically acceptable salt of compound Ia, or to methyl, ethyl or a-monoglyceride ester.

References Cited (Backward Citations)

EP0033538A2 Cited

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