Direct synthesis of maradolipids and other trehalose 6-monoesters and 6, 6′-diesters

…, JAK Twibanire, TB Grindley

Index: Paul, Nawal K.; Twibanire, Jean-D'Amour K.; Grindley, T. Bruce Journal of Organic Chemistry, 2013 , vol. 78, # 2 p. 363 - 369

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Citation Number: 13

Abstract

It was shown that reaction of trehalose with 1 equiv of a fatty acid in pyridine promoted by 1 equiv of the uronium-based coupling agent 2-(1 H-benzotriazole-1-yl)-1, 1, 3, 3- tetramethyluronium tetrafluoroborate (TBTU) at room temperature gives a good yield of the primary ester accompanied by small amounts of the diprimary ester using hexanoic, palmitic, and oleic acids as examples. Reactions using 2 equiv of the fatty acids gave the ...

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