PREPARATION AND STRUCTURE PROOF OF THE 4 ISOMERIC DICYANOCOBYRINIC ACID HEXAMETHYL ESTER MONOAMIDES CARRYING THE AMIDE GROUP ON A PROPIONIC-ACID SIDE-CHAIN
L. Ernst et H. Maag, PREPARATION AND STRUCTURE PROOF OF THE 4 ISOMERIC DICYANOCOBYRINIC ACID HEXAMETHYL ESTER MONOAMIDES CARRYING THE AMIDE GROUP ON A PROPIONIC-ACID SIDE-CHAIN, Liebigs Annalen, (3), 1996, pp. 323-326
Selective ammonolysis of dicyano-cobalt(III)cobyrinic acid heptamethyl
ester (cobester, 2) furnishes the four isomeric hexamethyl ester mono
amides 2b, 2d, 2e, 2f carrying the amide function on one of the propio
nic acid side chains. The isomers were separated by liquid-liquid chro
matography and their structures determined by a comparison of their C-
13-NMR spectra with the spectrum of 2. Amide 2f served as the link bet
ween synthetic and authentic vitamin B-12 derived material in the tota
l synthesis of vitamin B-12.