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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223949Generated: October 29, 2026

Water → HCID 67341046, compound

https://huagongshe.com/reaction/2223949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant((2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl)methyl 2,2-dimethylpropanoateHCID 10886360—
Reactant4-[2-(4-Hydroxyphenyl)ethyl]-1H-pyrazolo[3,4-b]-pyridin-3-olHCID 178515997—
SolventDimethylformamideHCID 6228—
ProductHCID 67341046HCID 6734104622%

Reaction Steps

4-[2-(4-Hydroxyphenyl)ethyl]-1H-pyrazolo[3,4-b]-pyridin-3-ol (3.48 g) was stirred at 100° C. to be dissolved in N,N-dimethylformamide (55 mL). The solution was cooled to room temperature. To the solution were added potassium carbonate (3.77 g) and 2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide (9.48 g), and the mixture was stirred at room temperature overnight. The reaction mixture was poured into water, and the resulting mixture was extracted with diethyl ether. The extract was washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=3/2-1/1-2/3) to give the title compound (2.26 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375113B2
Source datasetuspto-grants-2008_05
ORD IDord-5259e973ca684606967f34f59091f523
Source noteuspto-grants-2008_05