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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

✍ Scribed by Ernst, Ludger ;Maag, Hans


Book ID
102368218
Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
463 KB
Volume
1996
Category
Article
ISSN
0947-3440

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✦ Synopsis


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~.