148680-16-4

Upstream product

• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 56-86-0 L-glutamic acid 
• 23632-67-9 (S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid 
• 75-08-1 ethanethiol 

Downstream Products

• 89969-26-6 (S)-3-(3-benzyloxycarbonyl-5-oxo-1,3-oxazolidin-4-yl)propionaldehyde 
• 475296-59-4 (S)-2-(benzyloxycarbonyl-methyl-amino)-4-ethylsulfanylcarbonyl-butyric acid 
• 475296-60-7 (S)-2-(benzyloxycarbonyl-methyl-amino)-4-ethylsulfanylcarbonyl-butyric acid methyl ester 

Relevant academic research and scientific papers

Improved synthesis of 7,5-fused bicyclic lactams for use as peptidomimetics

An improved synthesis of (3S, 7R, 10S)-methyl-2-oxo-3-N-phthaloylamino-1- azabicyclo[5.3.0]decane-10-carboxylate from L-glutamic acid and L-allylglycine is presented.

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.

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.

A novel synthesis of N-methyl asparagine, arginine, histidine, and tryptophan

(graph presented) R = CH2(3-indolyl) tryptophan R = CH2CONH2 asparagine R = CH2(2-imidazolyl) histidine R = CH2CH2CH2(guanidyl) arginine N-Methyl amino acid residues in peptides

Total synthesis of (+)-porothramycin B

The first total synthesis of (+)-porothramycin B (1b is described. Our synthetic pathway can be readily applied to the synthesis of other members of the pyrrolo[1,4]benzodiazepine antibiotics.