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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258826Generated: November 2, 2026

Methanol → 6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-chroman-4-one

https://huagongshe.com/reaction/1258826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-chromen-4-oneHCID 52914633—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-chroman-4-oneHCID 5291463440.7%

Reaction Steps

To a stirred solution of 6-[2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-benzyl]-chromen-4-one (0.10 g, 0.2315 mmol) in ethyl acetate (2.5 mL) was added 10% Palladium on C (20 mg, 20% w/w) followed by methanol (2.5 mL). After stirring for 18 h under hydrogen atmosphere, the reaction mixture was filtered through celite and concentrated to furnish the crude product, which was further purified by Preparative HPLC to yield the title compound (41 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466114B2
Source datasetuspto-grants-2013_06
ORD IDord-0fa18ccab407448b8dde5e25ebf3c3f8
Source noteuspto-grants-2013_06