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 β-casomorphin employing Fmoc-amino acid chlorides and t-butyldimethylsilyloxy benzotriazole (TBDMS-OBt)
Coupling of Fmoc-amino acid chlorides can be carried out using t-butyldimethylsilyloxy benzotriazole, the reaction being carried out in organic medium. No addition of base is required. The coupling is fast and racemization free. The workup and isolation of product are easy. Thus, the synthesis of β-casomorphin (Tyr-Pro-Phe-Pro-Gly) is accomplished.
Tantry, Subramanyam J.,Mathad, Raveendra I.,Suresh Babu, Vommina V.
p. 2104 - 2108
(2007/10/03)
Fmoc-peptide acid chlorides in fragment coupling: Synthesis of β- casomorphin by 3+2 divergent approach
Fmoc-peptide acid chlorides are prepared and used as rapid and efficient coupling agents in fragment coupling. Thus the synthesis of the model tetrapeptide Leu-Ala-Gly-Val and β-casomorhin (Tyr-Pro-Phe-Pro-Gly) are accomplished by the (2+2) and (3+2) divergent approach respectively.
Suresh Babu,Gayathri,Gopi
p. 79 - 91
(2007/10/03)
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.
Suresh Babu,Gayathri
p. 1109 - 1113
(2007/10/03)
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