118396-01-3

Basic information

• Product Name: (-)-(2S,5S)-N-benzyl-trans-2,5-bis(methoxycarbonyl)pyrrolidine
• Synonyms: (-)-(2S,5S)-N-benzyl-trans-2,5-bis(methoxycarbonyl)pyrrolidine
• CAS NO: 118396-01-3
• Molecular Weight: 277.32
• Mol File: 118396-01-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (-)-(2S,5S)-N-benzyl-trans-2,5-bis(methoxycarbonyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(2S,5S)-N-benzyl-trans-2,5-bis(methoxycarbonyl)pyrrolidine(118396-01-3)
• EPA Substance Registry System: (-)-(2S,5S)-N-benzyl-trans-2,5-bis(methoxycarbonyl)pyrrolidine(118396-01-3)

Safety Data

• Hazardous Substances Data: 118396-01-3(Hazardous Substances Data)

Upstream product

• 124-04-9 Adipic acid 
• 868-72-4 dimethyl (2R,5S)-2,5-dibromohexanedioate 
• 100-46-9 benzylamine 
• 29548-86-5 2,5-dibromohexanedioyl dichloride 
• 868-72-4 dimethyl 2,5-dibromohexanedioate 
• 111-50-2 Adipic acid dichloride 
• 868-72-4 dimethyl rac-2,5-dibromohexanedioate 
• 102508-03-2 cis-2,5-dimethyl N-benzylpyrrolidine-2,5-dicarboxylate 
• 51483-87-5 1-Benzyl-2,5-pyrrolidindicarbonsaeure-dimethylester 
• 186581-53-3 diazomethane 
• 72219-10-4 trans-N-benzylpyrrolidine-2,5-dicarbonitrile 
• 484664-62-2 (2S,5S)-pyrrolidine-2,5-dicarboxamide 
• 484664-62-2 (+/-)-trans-pyrrolidine-2,5-dicarboxamide 
• 90290-04-3 trans-N-benzyl-2,5-bis(ethoxycarbonyl)pyrrolidine 

Downstream Products

• 157008-40-7 trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine 
• 154004-77-0 5-({[1-benzyloxycarbonyl-2-(1H-indol-3-yl)-ethyl]-tert-butoxycarbonyl-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 154004-76-9 5-({[1-benzyloxycarbonyl-2-(1H-indol-3-yl)-ethyl]-tert-butoxycarbonyl-amino}-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 154004-75-8 (2R,5R)-5-{[(R)-1-Benzyloxycarbonyl-2-(1H-indol-3-yl)-ethylamino]-methyl}-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 153908-38-4 (2S,5S)-5-{[(R)-1-Benzyloxycarbonyl-2-(1H-indol-3-yl)-ethylamino]-methyl}-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 

Relevant articles and documents

Base-Catalysed Epimerization Behavior and Unusual Reactivity of N-Substituted Derivatives of 2,5-Dicarbalkoxypyrrolidine. Preparation of a Novel Mixed Carbamic Carbonic Anhydride by a 4-(Dimethylamino)pyridine-Catalyzed Acylation

The equilibration of cis-trans isomers of 1-substituted 2,5-dicarbalkoxypyrrolidine derivatives (1 = CH2Ph, H, CN, CO2R) results in nearly 1:1 mixtures, contrary to a literature report for 1-benzyl-2,5-dicarbalkoxypyrrolidine.Apparent conversion to the tr

Switching and Conformational Fixation of Amides Through Proximate Positive Charges

Tertiary amides, which usually occur as cis/trans mixtures, can be effectively shifted to the cis conformation by placing a positive charge in close proximity to the amide carbonyl. This effect was used to prepare cis-configured prolyl amides and to facilitate a strongly rotamer-dependent radical cyclization. Taking charge of conformation: Tertiary amides, which usually occur as cis/trans mixtures, can be effectively shifted to the cis conformation by placing a positive charge in close proximity to the amide carbonyl. This effect was used to prepare cis-configured prolyl amides and to facilitate a strongly rotamer-dependent radical cyclization.

Synthesis of both enantiomers of C2 symmetric trans-2,5- bis(hydroxymethyl)pyrrolidine. Lipase mediated sequential kinetic resolutions

Lipase mediated sequential kinetic resolution has been employed to give both enantiomers of trans-2,5-bis(hydroxymethyl)pyrrolidine in optically pure form. The effect of different parameters on the ee and yields in these resolutions are also reported.