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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982833Generated: October 31, 2026

Sodium Bicarbonate → HCID 12085609, compound

https://huagongshe.com/reaction/1982833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactantalpha-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate)HCID 10896298—
Reactant5-Methoxy-2-(4-[2-(methoxymethyloxy)ethyl]benzyl)phenolHCID 12085596—
SolventDichloromethaneHCID 6344—
ProductHCID 12085609HCID 1208560983%

Reaction Steps

To a solution of 5-methoxy-2-(4-[2-(methoxymethyloxy)ethyl]benzyl)phenol (0.19 g) and 2,3,4,6-tetra-O-acetyl-1-O-trichloroacetoimidoyl-α-D-glucopyranose (0.40 g) in dichloromethane (15 mL) was added boron trifluoride diethyl ether complex (0.088 mL), and the mixture was stirred for 20 minutes. To the reaction mixture was added a saturated aqueous sodium hydrogen carbonate, and the organic layer was separated 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: hexane/ethyl acetate=1/1) to give 5-methoxy-2-{4-[2-(methoxymethyloxy)ethyl]-benzyl}phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (0.33 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541341B2
Source datasetuspto-grants-2009_06
ORD IDord-f1d7b84f66c34cfc9425ee6f4a9e0a7e
Source noteuspto-grants-2009_06