221174-21-6

Basic information

• Product Name: Glycine, L-prolyl-L-phenylalanyl-L-prolyl-, phenylmethyl ester
• CAS NO: 221174-21-6
• Molecular Formula: C28H34N4O5
• Molecular Weight: 506.602
• Mol File: 221174-21-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Glycine, L-prolyl-L-phenylalanyl-L-prolyl-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, L-prolyl-L-phenylalanyl-L-prolyl-, phenylmethyl ester(221174-21-6)
• EPA Substance Registry System: Glycine, L-prolyl-L-phenylalanyl-L-prolyl-, phenylmethyl ester(221174-21-6)

Safety Data

• Hazardous Substances Data: 221174-21-6(Hazardous Substances Data)

Upstream product

• 221174-18-1 Fmoc-Phe-Pro-Gly-OBzl 
• 221174-19-2 H-Phe-Pro-Gly-OBzl 
• 63496-06-0 L-prolylglycine benzyl ester 
• 221174-20-5 Fmoc-Pro-Phe-Pro-Gly-OBzl 

Downstream Products

• 72122-63-5 bovine β-casomorphin-5 
• 221174-22-7 Fmoc-Tyr(Bzl)-Pro-Phe-Pro-Gly-OBzl 

Relevant articles and documents

HOAt.DCHA as co-coupling agent in the synthesis of peptides employing Fmoc-amino acid chlorides as coupling agents: Application to the synthesis of ss-casomorphin

A simple, efficient and racemization free method for the synthesis of peptides employing Fmoc-amino acid chlorides mediated by HOAtDCHA as a co-coupling agent has been described. This protocol is successfully employed in the synthesis of the pentapeptide H-Pro-Gly-VaI-GIy-VaI-OH (PGVGV), and ss-casomorphin (H-Tyr-Pro-Phe-Pro-Gly-OH) in 85 and 80% yields, respectively.

Synthesis of peptides mediated by AgCN

The acylation reactions employing Fmoc-amino acid chlorides have been carried out in the presence of AgCN. There is no addition of any base. The coupling is fast and racemization free. The work up and the isolation of products are easy. Thus the synthesis of several dipeptides, a model tetrapeptide, Leu-Ala-Gly-Val and β-casomorphin (Tyr-Pro-Phe-Pro-Gly) are accomplished.