116763-17-8Relevant articles and documents
Peptide Synthesis Using the Pyrrole Ring as an Amino Protecting Group
Kashima, Choji,Maruyama, Tatsuya,Harada, Kazuo,Hibi, Shigeki,Omote, Yoshimori
, p. 601 - 645 (2007/10/02)
The utility of a pyrrole ring as an amino protecting group for amino acids in peptide synthesis has been studied.The N-termini of various amino acids (1) were protected with a pyrrole ring by treatment with 2,5-dimethoxytetrahydrofuran (10) to give 2-substituted 2-(1-pyrrolyl)acetic acids (11).The peptide bond between (11) and amino acid methyl ester (2) was formed using N,N'-dicyclohexylcarbodiimide, and the pyrrole ring was cleaved by ozonolysis and hydrolysis without the cleavage of a peptide bond to give the corresponding dipeptide compounds (26) in good yields.