A FAST PROCEDURE FOR THE PREPARATION OF AMIDES PEPTIDES FROM CARBOXYLIC-ACIDS AND AZIDES VIA 2 REDOX REACTIONS - APPLICATION TO THE SYNTHESIS OF METHIONINE-ENKEPHALIN/
Sk. Ghosh et al., A FAST PROCEDURE FOR THE PREPARATION OF AMIDES PEPTIDES FROM CARBOXYLIC-ACIDS AND AZIDES VIA 2 REDOX REACTIONS - APPLICATION TO THE SYNTHESIS OF METHIONINE-ENKEPHALIN/, Bulletin of the Chemical Society of Japan, 69(6), 1996, pp. 1705-1711
A one-pot self regulated approach for the synthesis of amides/peptides
based on two reduction-oxidation (redox) reactions has been described
. The primary and secondary amides/peptides are made by using azidotri
methylsilane and alkyl azides/alpha-azido acid derivatives respectivel
y as the direct source of amine components. Benzeneselenol, generated
in the reaction medium during carboxyl activation, has been found to b
e an effective reducing agent for the conversion of azides to primary
amines. The methodology has been applied to the synthesis of methionin
e enkephalin.