Patent ID: 8975394
Filing Date: 2015-03-10
Classification: C07D,C07F,Y02P

Abstract:
1. A process for producing a β-glycoside compound represented by formula (3): wherein R 1 represents a halogenated methyl group, an optionally protected formyl group, a C1 to C7 ester group, or an optionally protected hydroxymethylene group; R 2 represents an optionally protected hydroxymethylene group, an optionally protected formyl group, a C1 to C7 ester group, a vinyl group, an optionally protected alkynyl group, a cyano group, or an optionally substituted iminomethyl group; X 2 represents an oxygen atom; n is 0 or 1; and R 3 represents optionally substituted uracil-1-yl, optionally protected thymin-1-yl, optionally protected thymin-3-yl, optionally amino-protected cytosin-1-yl, imidazol-1-yl, benzimidazol-1-yl, benzo-1,2,3-triazol-1-yl, benzo-1,2,3-triazol-2-yl, optionally substituted thiouracil-1-yl, optionally substituted purin-9-yl, C1 to C7 monoalkylamino, C5 to C21 dialkylamino, C1 to C12 alkoxy, optionally substituted phenoxy, C5 to C21 dialkoxycarbonylmethyl, C5 to C21 diacylmethyl, C1 to C7 acyl(alkoxycarbonyl)methyl, C1 to C7 1-nitroalkyl, C1 to C7 1-cyanoalkyl, or C1 to C7 alkylthio, characterized in that the process comprises causing to react, with a nucleophile in the presence of a transition metal catalyst and a base different from the nucleophile, a glycoside compound represented by formula (1) or formula (2) or formula (4) or formula (5): wherein R 1 , R 2 , X 2 , and n are the same as defined in formula (3), and X 1 is an active group selected from the group consisting of alkylcarbonyloxy groups, alkoxycarbonyloxy groups, carbamoyloxy groups, phosphoryl groups, and halogen atoms.