Carbohydrate research

An improved synthesis of trehalose 6-mono and 6, 6′-dicorynomycolates and related esters

AK Datta, K Takayama, MA Nashed, L Anderson

Index: Datta, Arun K.; Takayama, Kuni; Nashed, Mina A.; Anderson, Laurens Carbohydrate Research, 1991 , vol. 218, # 1 p. 95 - 109

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Citation Number: 41

Abstract

Abstract A simplified synthesis of 6-mono and 6, 6′-di-corynomycolate esters of α, α- trehalose, and related compounds, was achieved by coupling the (hydroxyl-protected) acids to the partially trimethylsilylated sugar in the presence of dicyclohexylcarbodiimide and 4- dimethylaminopyridine. As acid reactants,(2-RS, 3-RS)-3-hydroxy-2-tetradecyloctadecanoic acid (dl-corynomycolic acid) and its 2RS, 3SR diastereomer were prepared from methyl ...

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