ES293280A1 - Procedure for the preparation of 1-hydroxymethyl derelethylene derivatives (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

Process for the preparation of colchic acid 1-hydroxymethyl deacetylamino derivatives, their esters and their ethers, of the general formula: ** (See formula) ** wherein R represents hydrogen, an alkyl radical having 1 to 3 carbon atoms, or the remainder of an organic carboxylic acid or carbonic acid having 1 to 18 carbon atoms, and Z represents a radical -O -alcohyl having 1 or 2 carbon atoms, a radical -S-alkyl, having 1 or 2 carbon atoms, or a radical (see formula) with R 'and R "equal H, an alkyl radical having from 1 to 8 carbon atoms, an aryl or aralkyl radical, R' and R" may together represent a cyclic structure optionally oxygenated, characterized by that the methyl 1,1-dichloroether is reacted on a colchicine deacetylamino derivative of the general formula: ** (See formula) ** keeping Z here, and in the lines that follow, the significance given above, operating in an appropriate solvent and in the presence of stannic chloride as a catalyst, water is then added, the corresponding 1-formylated derivative is isolated, subjected to the action of a reducing agent, the 1-hydroxymethylated derivative is obtained, which is optionally subjected to esterification by the chloride or anhydride of an acid or an ester of chloroformic acid, or to etherification by an alkanol in an acidic medium. (Machine-translation by Google Translate, not legally binding)