152972-11-7

Upstream product

• 3350-43-4 (2S)-2-[(2-[[(benzyloxy)carbonyl]amino]-2-methylpropanoyl)amino]-3-phenylpropanoic acid 
• 104848-85-3 (D)-proline, methyl ester, tosylate salt 
• 2133-40-6 D-proline methyl ester hydrochloride 
• 15030-72-5 Z-Aib-OH 
• 152972-10-6 Z-AIB-(L)-Phe-O-(t-Bu) 
• 16874-17-2 L-phenylalanine tert-butyl ester 

Downstream Products

• 152972-13-9 (R)-1-{(S)-2-[2-((S)-2-Benzyloxycarbonylamino-5-chloro-pentanoylamino)-2-methyl-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid pentafluorophenyl ester 
• 152972-12-8 Z-(L)-ACP-AIB-(L)-Phe-(D)-Pro-OMe 
• 88643-73-6 chlamydocin 
• 88568-96-1 Methyl N-(dimethylglycyl)-(S)-phenylalanyl-(R)-prolinate 

Relevant academic research and scientific papers

Amide and Peptide Bond Formation in Water at Room Temperature

A general and environmentally responsible method for the formation of amide/peptide bonds in an aqueous micellar medium is described. Use of uronium salt (1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylaminomorpholinocarbenium hexafluorophosphate (COMU) as a coupling reagent, 2,6-lutidine, and TPGS-750-M represents mild conditions associated with these valuable types of couplings. The aqueous reaction medium is recyclable leading to low E Factors.

Stereospecific synthesis of chlamydocin

A stereospecific synthesis of the cyclic tetrapeptide chlamydocin via free radical homologation from a (S)-2-amino-5-iodopentanoic acid containing cyclic tetrapeptide is described.