129029-32-9

Basic information

• Product Name: (4S,5S)-5-Benzyl-2-oxo-4-hydroxypyrrolidine
• Synonyms: (4S,5S)-5-Benzyl-2-oxo-4-hydroxypyrrolidine
• CAS NO: 129029-32-9
• Molecular Weight: 191.23
• Mol File: 129029-32-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (4S,5S)-5-Benzyl-2-oxo-4-hydroxypyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S)-5-Benzyl-2-oxo-4-hydroxypyrrolidine(129029-32-9)
• EPA Substance Registry System: (4S,5S)-5-Benzyl-2-oxo-4-hydroxypyrrolidine(129029-32-9)

Safety Data

• Hazardous Substances Data: 129029-32-9(Hazardous Substances Data)

Upstream product

• 109579-10-4 (4S,5R)-N-(((tert)-butyloxy)carbonyl)-5-benzyl-4-hydroxy-2-pyrrolidinone 
• 742109-06-4 (3S,4S)-3-Benzyloxy-4-dibenzylamino-5-phenyl-pentanoic acid 
• 182567-73-3 (4S,5S)-1-benzyloxycarbonyl-5-benzyl-4-hydroxy-2-oxopyrrolidine 
• 128892-65-9 (S)-5-Benzyl-4-hydroxy-1,5-dihydro-pyrrol-2-one 
• 150-30-1 Phenylalanine 
• 88517-80-0 5-benzyl-2,4-pyrrolidinedione 
• 1027336-16-8 methyl 3-(1-methoxy-1-oxo-3-phenylpropan-2-ylamino)-3-oxopropanoate 
• 15028-44-1 DL-phenylalanine methyl ester 
• 229981-33-3 tert-butyl (2S,3R)-2-benzyl-3--5-oxo-1-pyrrolidinecarboxylate 
• 109579-09-1 (5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrol-2(5H)-one 
• 160002-06-2 (S)-tert-butyl 3-oxo-1-phenylhex-5-en-2-ylcarbamate 
• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 
• 129778-76-3 (2S,3R)-1-phenyl-2-[N-(tert-butoxycarbonyl)amino]-5-hexen-3-ol 
• 1337862-68-6 tert-butyl (2S,3R)-3-(tert-butyldimethylsilyloxy)-1-phenylhex-5-en-2-ylcarbamate 

Downstream Products

• 72155-48-7 (3S,4S)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenylpentanoic acid 
• 109579-10-4 (4S,5R)-N-(((tert)-butyloxy)carbonyl)-5-benzyl-4-hydroxy-2-pyrrolidinone 

Relevant articles and documents

A short and elegant synthesis of (±)-streptopyrrolidine

A brief and efficient approach for the synthesis of (±)-5-benzyl-4- hydroxy-2-pyrrolidine () from phenylalanine racemate is described. The key step is the stereocontrolled reduction of the keto functionality of benzylated pyrrolidinone intermediate () via sodium borohydride in carboxylic acid medium furnishing both (R,R)- and (S,S)-configured diastereomers. The natural (R,R) enantiomer (), however, crystallized out from its racemic mixture. Structure of was confirmed by NMR, IR, elemental analyzer, and single crystal X-ray crystallographic techniques.

Stereoselective synthesis of four possible isomers of streptopyrrolidine

The synthesis of (4R,5R)-streptopyrrolidine (1), (4S,5R)-streptopyrrolidine (2) (4R, 5S)-streptopyrrolidine (3) and (4S,5S)-strepto- pyrrolidine (4) have been achieved in a concise and highly efficient manner via a highly stereoselective aldol type reacti

Application of the asymmetric aminohydroxylation reaction for the syntheses of HIV-protease inhibitor, hydroxyethylene dipeptide isostere and γ-amino acid derivative

An enantioselective synthesis of lactone 1, a precursor to the (2R,4S,5S) hydroxyethylene dipeptide isostere and amino acid AHPPA 2 has been accomplished from the common intermediate 5 employing Sharpless asymmetric aminohydroxylation as the key step.