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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948828Generated: October 30, 2026

Sodium Methoxide → HCID 66696768, compound

https://huagongshe.com/reaction/1948828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantBenzyl 2-O-chloroacetyl-4-deoxy-4-fluoro-3,6-di-O-pivaloyl-beta-D-glucopyranosideHCID 86634493—
SolventMethanolHCID 887—
ProductHCID 66696768HCID 6669676874%

Reaction Conditions

Temperature-15 °C

Reaction Steps

Compound (20) (625 mg, 1.21 mmols) was dissolved in methanol (24.2 ml), and sodium methoxide (13.1 mg, 0.6 mmol) was added to the solution with stirring under an argon stream at −15° C. Disappearance of the material was confirmed by TLC 30 minutes later, and the reaction mixture was neutralized (pH 6-7) with a cation-exchange resin IR-120(+). After the resin was filtered off, the filtrate was concentrated in a vacuum. The residue was purified by silica gel chromatography (ethyl acetate:hexane=1:4), giving Compound (21) (in an amount of 395 mg, yield 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399656B2
Source datasetuspto-grants-2013_03
ORD IDord-41fd8bff15cd4cfb854e531b12463a44
Source noteuspto-grants-2013_03