100008-18-2

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 100008-17-1 N^α-Boc-L-phenylalanyl-L-prolyl-glycine methyl ester 
• 77434-41-4 H-Phe-Pro-Gly-OMe 
• 33256-35-8 H-Pro-Gly-OMe 
• 34290-72-7 tert-butyloxycarbonyl-prolyl-glycine methyl ester 

Downstream Products

• 100101-21-1 Boc-Tyr-Pro-Phe-Pro-Gly-OMe 
• 77434-42-5 H-Pro-Phe-Pro-Gly-OMe 
• 72122-63-5 bovine β-casomorphin-5 
• 77451-91-3 H-Tyr-Pro-Phe-Pro-Gly-OMe 
• 450407-04-2 Boc-Tyr(t-Bu)-Pro-Phe-Pro-Gly-OMe 
• 83280-23-3 β-casomorphine monohydrochloride 

Relevant academic research and scientific papers

A rapid and efficient synthesis of β-casomorphin employing Boc-amino acids and 9-fluorenylmethyl chloroformate as a coupling agent

The synthesis of β-casomorphin H-Tyr-Pro-Phe-Pro-Gly-OH employing Boc group for Nα-protection and 9-fluorenylmethyl chloroformate (Fmoc-Cl) for the formation of peptide bond is described. The protocol employing Fmoc-Cl as coupling reagent is found to be simple, efficient and rapid. All the intermediate peptides as well as the final protected peptide Boc-Tyr( iBu)-Pro-Phe-Pro-Gly-OMe have been isolated and fully characterized. They have been obtained in good yield and with high purity.

Coupling in the absence of a tertiary base: A method for the deprotonation of hydrochloride salts of peptide esters to free amino peptide esters

The deprotonation of hydrochloride salts of peptide esters is accomplished using activated zinc dust. The reaction is neat and quantitative. Addition of a tertiary base is eliminated during the coupling. The free amino peptide esters have been isolated in good yield and purity. This method is extended for the synthesis of β-casomorphin (Tyr-Pro-Phe-Pro-Gly). During its synthesis, all the intermediate free amino peptide esters have been isolated and characterized.