182824-73-3

Basic information

• Product Name: (3R,4S)-4-(4-Benzyloxy-phenyl)-3-[(S)-2-(4-fluoro-phenoxy)-1-hydroxy-ethyl]-1-(4-fluoro-phenyl)-azetidin-2-one
• CAS NO: 182824-73-3
• Molecular Weight: 501.53
• Mol File: 182824-73-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R,4S)-4-(4-Benzyloxy-phenyl)-3-[(S)-2-(4-fluoro-phenoxy)-1-hydroxy-ethyl]-1-(4-fluoro-phenyl)-azetidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S)-4-(4-Benzyloxy-phenyl)-3-[(S)-2-(4-fluoro-phenoxy)-1-hydroxy-ethyl]-1-(4-fluoro-phenyl)-azetidin-2-one(182824-73-3)
• EPA Substance Registry System: (3R,4S)-4-(4-Benzyloxy-phenyl)-3-[(S)-2-(4-fluoro-phenoxy)-1-hydroxy-ethyl]-1-(4-fluoro-phenyl)-azetidin-2-one(182824-73-3)

Safety Data

• Hazardous Substances Data: 182824-73-3(Hazardous Substances Data)

Upstream product

• 59769-38-9 2-(4-fluorophenoxy)acetaldehyde 
• 219653-96-0 (Z)-1-(4-(benzyloxy)phenyl)-N-(4-fluorophenyl)methaneimine 
• 40339-47-7 (Z)-1-(4-methoxyphenyl)-N-phenylmethanimine 
• 182687-09-8 (S)-4-(4-Fluoro-phenoxy)-3-hydroxy-butyric acid ethyl ester 

Relevant articles and documents

(-)-SCH 57939: Synthesis and pharmacological properties of a potent, metabolically stable cholesterol absorption inhibitor

Previous SAR studies of C-3 side chain modified analogs of (-)-SCH 48461, as well as information concerning the metabolic stability this series, enabled us to design a cholesterol absorption inhibitor (i.e., (-) 2a, SCH 57939) with tenfold higher potency and greatly enhanced metabolic stability. The synthesis and pharmacological profile, including the role of relative stereochemistry at both the C3 and 1' positions in determining the SAR of these compounds, will be discussed.