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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72582Generated: October 30, 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/72582

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 numberUS08828951B2
Source datasetuspto-grants-2014_09
ORD IDord-1b2b515633ef40e69b34be5930b38085
Source noteuspto-grants-2014_09