187091-67-4

Basic information

• Product Name: (-)-(2R,3R)-1-benzyl-2-methylpyrrolidin-3-amine
• Synonyms: (-)-(2R,3R)-1-benzyl-2-methylpyrrolidin-3-amine
• CAS NO: 187091-67-4
• Molecular Weight: 190.288
• Mol File: 187091-67-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (-)-(2R,3R)-1-benzyl-2-methylpyrrolidin-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(2R,3R)-1-benzyl-2-methylpyrrolidin-3-amine(187091-67-4)
• EPA Substance Registry System: (-)-(2R,3R)-1-benzyl-2-methylpyrrolidin-3-amine(187091-67-4)

Safety Data

• Hazardous Substances Data: 187091-67-4(Hazardous Substances Data)

Upstream product

• 187091-66-3 (-)-(2R,3S)-3-azido-1-benzyl-2-methylpyrrolidine 
• 129823-21-8 (S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione 
• 101469-91-4 (3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione 
• 187091-64-1 (-)-(2R,3S)-1-benzyl-3-hydroxy-2-methylpyrrolidine 
• 187091-63-0 (+)-(4S,5R)-1-benzyl-4-hydroxy-5-methyl-2-pyrrolidinone 
• 187091-65-2 Methanesulfonic acid (2R,3S)-1-benzyl-2-methyl-pyrrolidin-3-yl ester 
• 170711-05-4 (S)-1-benzyl-3-(benzyloxy)pyrrolidine-2,5-dione 
• 187091-61-8 (-)-(4S,5R)-1-benzyl-4-benzyloxy-5-methyl-2-pyrrolidinone 
• 187091-54-9 (S)-1-Benzyl-4-benzyloxy-5-hydroxy-5-methyl-pyrrolidin-2-one 
• 1007218-99-6 (4R,5R)-4-amino-1-benzyl-5-methyl-2-pyrrolidinone hydrochloride 
• 1024021-38-2 tert-butyl (2R,3R)-1-benzyl-2-methylpyrrolidin-3-ylcarbamate 
• 113709-50-5 Lithium N-benzyl-N-(trimethylsilyl)amide 
• 1394979-15-7 (-)-tert-butyl (2R,3R)-1-benzyl-2-methylpyrrolidine-3-carboxylate 

Downstream Products

• 187139-87-3 nemonapride 

Relevant articles and documents

General entry to asymmetric one-pot [ N + 2 + n ] cyclization for the synthesis of three- to seven-membered azacycloalkanes

Enantio- and diastereoselective one-pot synthesis of three- to seven-membered cis-azaheterocycles was achieved using a triggered asymmetric conjugate addition reaction of lithium amide with an enoate, followed by alkylation of the resulting lithium enolat

3-Aminopyrrolidines from α-aminoacids: Total synthesis of (+)-nemonapride from D-alanine

(Chemical Equation Presented) The antipsychotic compound nemonapride 1 was synthesized in nine steps from D-alanine 2. The key steps for the synthesis of the 3-aminopyrrolidine moiety include a Birch reduction of a cyclic enaminoester and the reduction of a pyrrolidinone to the pyrrolidine 7. Final coupling with the benzoic acid derivative 9 gave 1 as a single enantio- and diastereomer.

First asymmetric synthesis of (2R,3R)-3-amino-1-benzyl-2-methylpyrrolidine via a highly diastereoselective reductive alkylation

The first asymmetric synthesis of (2R,3R)-3-amino-1-benzyl-2-methylpyrrolidine, the parent diamine of antipsychotic agent, emonapride, from (S)-malic acid was achieved via a highly diastereoselective reductive alkylation.