115481-99-7

Upstream product

• 50-00-0 formaldehyd 
• 1152-62-1 Cbz-Met-OH 
• 56762-93-7 methyl (S)-2-(benzyloxycarbonylamino)-4-methylmercaptobutanoate 

Downstream Products

• 42417-81-2 (2S)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-4-(methylsulfanyl)butanoic acid 
• 113718-97-1 L-Z-Met-OEt 
• 115482-01-4 phenylmethyl (4S)-4-[2-(methylsulfinyl)ethyl]-5-oxo-1,3-oxazolidine-3-carboxylate 
• 105834-82-0 (αS,5S)-α-<(benzyloxycarbonyl)amino>-4,5-dihydro-5-isoxazoleacetic acid methylidene ester 
• 105834-77-3 (αS,5R)-α-<(benzyloxycarbonyl)amino>-5-isoxazolidineacetic acid methylidene ester 
• 105834-76-2 (αS,5S)-α-<(benzyloxycarbonyl)amino>-5-isoxazolidineacetic acid methylidene ester 
• 105834-71-7 (αS,5S)-2-(2',3'-O-isopropylidene-5'-O-trityl-α-D-ribofuranosyl)-α-<(benzyloxycarbonyl)amino>-5-isoxazolidine-acetic acid methylidene ester 
• 105834-70-6 2-(2',3';5'6-di-O-isopropylidene-α-D-mannofuranosyl)-α<(benzyloxycarbonyl)amino>-5-isoxazolidineacetic acid methylidene ester 
• 90292-75-4 (S)-3-Benzyloxycarbonyl-5-oxo-4-vinyltetrahydro-1,3-oxazole 
• 10332-17-9 Met-OMe 
• 63-68-3 L-methionine 
• 56762-93-7 methyl (S)-2-(benzyloxycarbonylamino)-4-methylmercaptobutanoate 

Relevant academic research and scientific papers

N-METHYL AMINO ACIDS

The present invention relates to a compound of formula (I) or (II), processes for preparing them, peptides including them and kits involving them.

Mild regeneration of the carboxylic group of amino acid alkyl esters by aqueous methanolic sodium hydrogen carbonate via 5-oxazolidinones

A simple racemization-free procedure allows the regeneration of the carboxylic acid group of amino acid alkyl esters by way of an intermediate 5-oxazolidinone which is hydrolyzed by treatment with sodium hydrogen carbonate in aqueous methanol.

An efficient synthesis of N-methyl amino acids by way of intermediate 5-oxazolidinones

N-Methyl amino acids occur in many natural products. Experimental strategies are presented for a unified approach to the synthesis of N-methyl derivatives through 5-oxazolidinones of the 20 common L-amino acids. The amino acids with reactive side chains that required protecting groups or devoted syntheses for side chain construction for N-methylation to proceed included serine, threonine, tyrosine, cysteine, methionine, tryptophan, asparagine, histidine, and arginine. The studies have provided improved methods for the preparation of N-methyl serine, threonine, and tyrosine. All 20 of the common L-amino acids are now available in suitable forms for solid or solution-phase peptide synthesis.

The facile production of N-methyl amino acids via oxazolidinones

A range of oxazolidinones derived from N-carbamoyl α-amino acids were prepared by an efficient method as key intermediates in the synthesis of N-methyl amino acids and peptides. The method was readily applied to most α-amino acids except those with basic side chains. The oxazolidinones were converted by reductive cleavage into N-methyl α-amino acids. CSIRO 2000.

A simple and rapid protocol for N-methyl-α-amino acids

A two step strategy for optically pure N-Protected-N-methyl-α-amino acids starting from N-protected-α-amino acids via reductive cleavage of oxazolidinones using NaCNBH3/TMSCl is described.