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Preparation and Structure Proof of the Four Isomeric Dicyanocobyrinic Acid Hexamethyl Ester Monoamides Carrying the Amide Group on a Propionic Acid Side Chain
Author(s) -
Ernst Ludger,
Maag Hans
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199619960306
Subject(s) - chemistry , amide , side chain , stereochemistry , group (periodic table) , organic chemistry , polymer chemistry , polymer
Abstract Selective ammonolysis of dicyano‐cobalt(III)cobyrinic acid heptamethyl ester (cobester, 2 ) furnishes the four isomeric hexamethyl ester monoamides 2b, 2d, 2e, 2f carrying the amide function on one of the propionic acid side chains. The isomers were separated by liquid‐liquid chromatography and their structures determined by a comparison of their 13 C‐NMR spectra with the spectrum of 2 . Amide 2f served as the link between synthetic and authentic vitamin B 12 derived material in the total synthesis of vitamin B 12 .