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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223950Generated: October 29, 2026

Acetic Acid → 3-(beta-D-Glucopyranosyloxy)-4-(2-phenylethyl)-1H-pyrazolo-[3,4-b]pyridine

https://huagongshe.com/reaction/2223950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium MethoxideHCID 10942334—
Reactant4-(2-Phenylethyl)-3-(2,3,4,6-tetra-O-pivaloyl-beta-D-glucopyranosyloxy)-1H-pyrazolo[3,4-b]pyridineHCID 67341297—
SolventMethanolHCID 887—
Product3-(beta-D-Glucopyranosyloxy)-4-(2-phenylethyl)-1H-pyrazolo-[3,4-b]pyridineHCID 6734042764.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-(2-phenylethyl)-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyloxy)-1H-pyrazolo-[3,4-b]pyridine (0.26 g) in methanol (5 mL) was added sodium methoxide (28% methanol solution, 0.067 mL), and the mixture was stirred at 50° C. for 5 hours. To the reaction mixture was added acetic acid (0.04 mL), and the resulting mixture was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1-5/1) to give the title compound (91 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375113B2
Source datasetuspto-grants-2008_05
ORD IDord-f4f0bc7ee8864d6ca8ca0748c9fa1178
Source noteuspto-grants-2008_05