359882-25-0

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 2-[(2-bromo-4-methoxyphenyl)methyl]-4-[(phenylthio)methylene]-, 2-methyl 1-(phenylmethyl) ester, (2S)-
• CAS NO: 359882-25-0
• Molecular Formula: C29H28BrNO5S
• Molecular Weight: 582.515
• Mol File: 359882-25-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 2-[(2-bromo-4-methoxyphenyl)methyl]-4-[(phenylthio)methylene]-, 2-methyl 1-(phenylmethyl) ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 2-[(2-bromo-4-methoxyphenyl)methyl]-4-[(phenylthio)methylene]-, 2-methyl 1-(phenylmethyl) ester, (2S)-(359882-25-0)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 2-[(2-bromo-4-methoxyphenyl)methyl]-4-[(phenylthio)methylene]-, 2-methyl 1-(phenylmethyl) ester, (2S)-(359882-25-0)

Safety Data

• Hazardous Substances Data: 359882-25-0(Hazardous Substances Data)

Upstream product

• 359882-24-9 (R)-1-benzyloxycarbonyl-2-(2-bromo-4-methoxyphenyl)methyl-2-methoxycarbonyl-4-oxopyrrolidine 
• 359882-23-8 (2R,4R)-1-benzyloxycarbonyl-2-[(2-bromo-4-methoxyphenyl)methyl]-4-hydroxy-2-(methoxycarbonyl)pyrrolidine 
• 31238-57-0 diphenyl(phenylthiomethyl)phosphine oxide 

Downstream Products

• 118964-06-0 (-)-aphanorphine 
• 128524-63-0 (+)-8-O-methylaphanorphine 
• 359882-21-6 (1S,4R)-3-benzyloxycarbonyl-8-methoxy-1-phenylthiomethyl-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine 
• 359882-20-5 (1S,9R)-4-Methoxy-1-phenylsulfanylmethyl-10-aza-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid 10-benzyl ester 
• 359882-26-1 (1S,4R)-3-benzyloxycarbonyl-8-methoxy-4-methoxycarbonyl-1-phenylthiomethyl-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine 

Relevant articles and documents

Synthesis of (-)-aphanorphine using a sulfur-directed aryl radical cyclization

Treatment of radical precursor 15a having a vinyl sulfide moiety with Bu3SnH in the presence of AIBN in boiling benzene afforded exclusively the 6-exo cyclization product 16a, whereas similar treatment of the exo-methylene compound 15b gave a mixture of the 6-exo cyclization product 16b and the endo-olefin product 17 formed by a 1,5-hydrogen shift. Based on these findings, the synthesis of (-)-aphanorphine was achieved using a sulfur-directed 6-exo-selective aryl radical cyclization of 22.