208665-44-5

Upstream product

• 208665-37-6 2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-3-oxo-butyric acid methyl ester 
• 109453-49-8 (C₈H₇O₂)(NHCHCOO)(CH₂C₆H₅)(CO₂C₂H₅) 
• 5241-56-5 benzyl [(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamate 
• 1161-13-3 N-Cbz-L-Phe 
• 133180-01-5 Fmoc-O-trityl-l-threonine 

Downstream Products

• 208665-40-1 (S)-2-{[2-((S)-1-Benzyloxycarbonylamino-2-phenyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-3-methyl-butyric acid methyl ester 
• 208665-45-6 (S)-2-{[2-((S)-1-Amino-2-phenyl-ethyl)-5-methyl-oxazole-4-carbonyl]-amino}-3-methyl-butyric acid methyl ester 

Relevant academic research and scientific papers

Solid-phase synthesis of 1,3-azole-based peptides and peptidomimetics

We report highly efficient two-step procedures for the synthesis of 1,3-oxazole-, thiazole-, and imidazole-containing peptides on solid phase from dipeptides composed of C-terminal threonine, serine, cysteine, or diaminopropionic acid by using different cyclodehydration procedures followed or preceded by oxidation. The methods are compatible with Fmoc solid-phase peptide synthesis conditions and with N-Fmoc, N-Boc, N-Cbz, and N-Alloc protecting groups.

Synthesis of new oxazole-containing peptidomimetics

Enantiospecific syntheses of optically active amino acids containing an oxazole moiety are described. Two different strategies for their insertion in a peptidomimetic chain are also discussed. The procedures presented are based on materials readily available in multigram quantities.