Design and Synthesis of a Novel N-(1 H-tetrazol-5-yl)methyl Cyclic Peptoid Using Nosyl-protected N-(1-trityl-1 H-tetrazol-5-yl)methyl Substituted Glycine.

Autor:	Prabhu, Girish, Krishnamurthy, M., Samarasimhareddy, M., Narendra, N., Sureshbabu, Vommina
Předmět:	SOLID phase extraction TETRAZOLES GLYCINE PYRIDAZINES CYCLIC peptides synthesis CLICK chemistry
Zdroj:	International Journal of Peptide Research & Therapeutics; Dec2017, Vol. 23 Issue 4, p493-500, 8p
Abstrakt:	A solid phase synthesis of a cyclic peptoid bearing (1 H-tetrazol-5-yl)methyl as N-substituent has been developed employing the monomer approach. The requisite monomeric Nosyl-protected N-(1-trityl-1 H-tetrazol-5-yl)methyl substituted glycine was accessed by a convenient synthesis involving Click reaction of Nosyl-protected N-(cyanomethyl)glycine methyl ester and sodium azide as a key step. This building block was then employed in the solid phase synthesis of a tetramer peptoid. The linear tetramer was subjected to macrocyclization using PyBOP to obtain a cyclic peptoid with (1 H-tetrazol-5-yl)methyl pendants in good yield. Graphical Abstract: [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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