78824-84-7

Basic information

• Product Name: (5E)-5-phenylthio-PGI₂ 11,15-O-bis(t-butyldimethylsilyl) methyl ester
• Synonyms: (5E)-5-phenylthio-PGI₂ 11,15-O-bis(t-butyldimethylsilyl) methyl ester
• CAS NO: 78824-84-7
• Molecular Weight: 703.187
• Mol File: 78824-84-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (5E)-5-phenylthio-PGI₂ 11,15-O-bis(t-butyldimethylsilyl) methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (5E)-5-phenylthio-PGI₂ 11,15-O-bis(t-butyldimethylsilyl) methyl ester(78824-84-7)
• EPA Substance Registry System: (5E)-5-phenylthio-PGI₂ 11,15-O-bis(t-butyldimethylsilyl) methyl ester(78824-84-7)

Safety Data

• Hazardous Substances Data: 78824-84-7(Hazardous Substances Data)

Upstream product

• 78824-82-5 11,15-O-bis(tert-butyldimethylsilyl)PGI₂ methyl ester 
• 931-59-9 benzenesulfenyl chloride 
• 78824-83-6 (5R)-5-phenylthio-δ-PGI₁ 11,15-O-bis(t-butyldimethylsilyl) methyl ester 

Downstream Products

• 75636-73-6 (5E)-5-phenylthio-PGI₂ methyl ester 
• 75636-74-7 (5E)-5-phenethylsulfinyl-PGI₂ methyl ester 

Relevant articles and documents

SYNTHESIS OF CHEMICALLY STABLE PROSTACYCLIN ANALOGS

Syntheses of several stable PGI2 analogs substituted by an electron-withdrawing substituent at C-5 or C-7 are described.Reaction of PGI2 methyl ester (1) with benzenesulfenyl chloride gave (5E)-5-phenylthio-PGI2 (2) or (5R)-5-phenylthio-Δ6-PGI1 (5) according to the reaction condition employed.Allyl sulfide 5 was transformed into (7S)-7-hydroxy-PGI2 (11) and (7S)-7-acetoxy PGI2 (12) via stereocontrolled sulfoxide-sulfenate rearrangement, and alcohol 11 was further transformed into (7S)-7-fluoro-PGI2 (14).These PGI2 analogs were found much more stable than PGI2.