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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009886Generated: November 2, 2026

Ethyl Acetate → HCID 178429064, compound

https://huagongshe.com/reaction/1009886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantHCID 178428946HCID 178428946—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
ProductHCID 178429064HCID 17842906463.1%

Reaction Steps

To a methanol (2.6 mL)-ethyl acetate (1.3 mL) mixture solution of (1S)-1-[5-[4-[(1E)-3-[[benzyloxy carbonyl amino(benzyloxycarbonylimino)methyl]amino]prop-1-en-1-yl]benzyl]-2-(benzyloxy)-4-methylphenyl]-1,5-anhydro-2,3,4,6-tetra-O-benzyl-D-glucitol (154 mg, 0.131 mmol) was added 20% palladium hydroxide (160 mg), and the mixture was stirred under a hydrogen atmosphere at room temperature overnight. The reaction solution was filtered through celite, and evaporated under reduced pressure to obtain a residue. Thus obtained residue was dissolved in methanol (1.5 mL). And 20% palladium hydroxide (63 mg) was added thereto, and the mixture was stirred under a hydrogen atmosphere at room temperature for 2 days. The reaction solution was filtered through celite, and evaporated under reduced pressure to obtain a residue. Thus obtained residue was purified with silica gel column chromatography (ethyl acetate:ethanol:water=10:2:1 then 5:2:1, and then ethanol:water=10:1) to obtain the title compound (38 mg, 63%) as a colorless powder. NMR data and MS data of the compound are shown in Table 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973012B2
Source datasetuspto-grants-2011_07
ORD IDord-6bda05ea311e46dc9faca65e273341d5
Source noteuspto-grants-2011_07