134353-98-3

Basic information

• Product Name: (2R,5S)-2-Heptyl-5-(toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid methyl ester
• CAS NO: 134353-98-3
• Molecular Weight: 411.563
• Mol File: 134353-98-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,5S)-2-Heptyl-5-(toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5S)-2-Heptyl-5-(toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid methyl ester(134353-98-3)
• EPA Substance Registry System: (2R,5S)-2-Heptyl-5-(toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid methyl ester(134353-98-3)

Safety Data

• Hazardous Substances Data: 134353-98-3(Hazardous Substances Data)

Upstream product

• 74761-41-4 (S)-1-(methoxycarbonyl)pyrrolidine-2-carboxylic acid 
• 147-85-3 L-proline 
• 185385-13-1 1-carbomethoxy-5-methoxy-L-proline methyl ester 
• 134353-96-1 (2S,5R)-5-Heptyl-2-hydroxymethyl-1-methoxycarbonylpyrrolidine 
• 98-59-9 p-toluenesulfonyl chloride 
• 129397-98-4 (5R)-5-Heptyl-1-methoxycarbonyl-L-proline methyl ester 
• 134354-04-4 (2S,5R)-5-Heptyl-pyrrolidine-1,2-dicarboxylic acid 1-methyl ester 
• 83541-81-5 (S)-dimethyl pyrrolidine-1,2-dicarboxylate 

Downstream Products

• 129446-24-8 (2R-trans)-2-butyl-5-heptyl-1-phenylsulfonylpyrrolidine 
• 129446-23-7 (2R,5R)-5-Butyl-2-heptylpyrrolidine 
• 134354-01-1 3,3,3-Trifluoro-1-((2R,5R)-2-heptyl-5-hex-5-enyl-pyrrolidin-1-yl)-2-methoxy-2-phenyl-propan-1-one 
• 134452-61-2 (2R,5R)-5-Ethyl-2-heptyl-1-phenylsulfonylpyrrolidine 

Relevant articles and documents

Chirospecific synthesis of trans-2,5-disubstituted pyrrolidines via stereoselective addition of organocopper reagents to N-acyliminium ions

Reaction of the N-acyliminium ion precursor 1a (derived from S-proline via anodic methoxylation) with RCu in the presence of BF3·Et2O gives preferentially the trans adducts 2 (trans:cis ≥96:4). Using such a procedure, a general synthetic route to (2R, 5R)-trans-2,5-dialkylpyrrolidines has been developed, as exemplified by the chirospecific syntheses of the ant feromones trans 5-butyl-2-heptylpyrrolidine (10a), trans-5-ethyl-2-heptylpyrrolidine (10b) and trans-5-heptyl-2-(5-hexenyl)pyrrolidine (10c).