352352-11-5

Upstream product

• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 141215-69-2 methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate 
• 352352-02-4 (S)-methyl 2-(tert-butoxycarbonylamino)-3-(1-tosyl-1H-indol-3-yl)propanoate 

Downstream Products

• 639457-75-3 2-[2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionylamino]-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester 
• 1613289-85-2 dimethyl 3,4-bis(1-tosyl-1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylate 
• 1026967-06-5 2-{2-[(2-tert-butoxycarbonylamino-4-methyl-pentanoyl)-methyl-amino]-3-phenyl-propionylamino}-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester 
• 639457-76-4 (S)-2-{(S)-2-[((S)-2-Acetylamino-4-methyl-pentanoyl)-methyl-amino]-3-phenyl-propionylamino}-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester 
• 639457-78-6 (S)-2-Acetylamino-4-methyl-pentanoic acid methyl-((S)-2-phenyl-1-{(E)-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-vinylcarbamoyl}-ethyl)-amide 

Relevant academic research and scientific papers

Synthesis and cell cycle inhibition of the peptide enamide natural products terpeptin and the aspergillamides

Total syntheses of the peptide enamide natural products terpeptin and aspergillamides A and B are reported. An oxidative decarboxylation-elimination protocol is employed to construct the indolic enamide moiety. Unambiguous stereochemical assignment of (-)-terpeptin is accomplished by synthesis of all possible stereochemical analogues. Select compounds have been evaluated in cell cycle inhibitor assays which show that the natural amino acid configuration of terpeptin has the most potent inhibitory activity.