(α-D-GLUCOPYRANOSYLURONIC ACID) (α-D-GLUCOPYRANOSIDURONIC ACID) AND SIMPLE DERIVATIVES

Article abstract of DOI:10.1016/S0008-6215(00)83834-3

For preparing pseudo cord-factors, similar in gross structure to α,α-trehalose 6,6'-dimycolate, we have synthesized (α-D-glucopyranosyluronic acid)(α-D-glucopyranosiduronic acid) ("trehalose dicarboxylic acid") by catalytic oxidation of trehalose.Such simple derivatives as the dimethyl ester and the hexa-O-acetyl diacid chloride are useful for the attachment of lipid substituents to the carbohydrate core to yield the desired pseudo cord-factors.Some of the glycolipids have toxic and antitumor properties resembling those of the natural product.