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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560961Generated: November 4, 2026

Sodium Methoxide → HCID 66696768, compound

https://huagongshe.com/reaction/560961

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 numberUS08063202B2
Source datasetuspto-grants-2011_11
ORD IDord-fee79ec551d34d76b35044defef15cd9
Source noteuspto-grants-2011_11