154005-67-1

Basic information

• Product Name: (S)-1-Acetyl-5-hydroxy-pyrrolidine-2-carboxylic acid methyl ester
• Synonyms: (S)-1-Acetyl-5-hydroxy-pyrrolidine-2-carboxylic acid methyl ester
• CAS NO: 154005-67-1
• Molecular Weight: 187.196
• Mol File: 154005-67-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-1-Acetyl-5-hydroxy-pyrrolidine-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-Acetyl-5-hydroxy-pyrrolidine-2-carboxylic acid methyl ester(154005-67-1)
• EPA Substance Registry System: (S)-1-Acetyl-5-hydroxy-pyrrolidine-2-carboxylic acid methyl ester(154005-67-1)

Safety Data

• Hazardous Substances Data: 154005-67-1(Hazardous Substances Data)

Upstream product

• 2311-25-3 N-acetyl-L-proline methyl ester 
• 147-85-3 L-proline 

Downstream Products

• 53017-44-0 5-benzyloxy-N_b-acetyl-L-tryptophan methyl ester 
• 6525-46-8 5-nitro-L-tryptophan 
• 2504-22-5 5-methoxy-L-tryptophan 
• 56-69-9 5-hydroxy-L-tryptophan 
• 53017-51-9 5-benzyloxy-N_b-acetyl-L-tryptophan 
• 67010-09-7 N^α-acetyl-5-methoxy-L-tryptophan 
• 67010-10-0 N-acetyl-5-hydroxy-L-tryptophan 

Relevant articles and documents

Oxidative functionalization of aliphatic and aromatic amino acid derivatives with H2O2 catalyzed by a nonheme imine based iron complex

The oxidation of a series of N-acetyl amino acid methyl esters with H2O2 catalyzed by a very simple iminopyridine iron(ii) complex 1 easily obtainable in situ by self-assembly of 2-picolylaldehyde, 2-picolylamine, and Fe(OTf)2 was investigated. Oxidation of protected aliphatic amino acids occurs at the α-C-H bond exclusively (N-AcAlaOMe) or in competition with the side-chain functionalization (N-AcValOMe and N-AcLeuOMe). N-AcProOMe is smoothly and cleanly oxidized with high regioselectivity affording exclusively C-5 oxidation products. Remarkably, complex 1 is also able to catalyze the oxidation of the aromatic N-AcPheOMe. A marked preference for the aromatic ring hydroxylation over Cα-H and benzylic C-H oxidation was observed, leading to the clean formation of tyrosine and its phenolic isomers.