Sugar-substituted 2-azetidinones as cholesterol absorption inhibitors.
The asymmetric synthesis of a glucuronide conjugate of the 2-azetidinone cholesterol absorption inhibitor Sch 48461 was accomplished to confirm the structure of a metabolite isolated from in vivo sources. Key features of this article include the asymmetric synthesis of 2-azetidinones by Evan's chiral oxazolidinone methodology and glucuronide formation by a Mitsunobu protocol.
Vaccaro
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Schering-Plough Research Institute, Kenilworth, New Jersey 07033-0539, USA.
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Davis
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D000818:Animals; D000924:Anticholesteremic Agents / Q000737:chemistry / Q000494:pharmacology*; D001384:Azetidines / Q000737:chemistry / Q000494:pharmacology*; D002241:Carbohydrates / Q000737:chemistry*; D006224:Cricetinae; D015394:Molecular Structure
D000924:Anticholesteremic Agents; D001384:Azetidines; D002241:Carbohydrates; C095487:1,4-bis(4-methoxyphenyl)-3-(3-phenylpropyl)-2-azetidinone