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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474649Generated: November 2, 2026

Acetic Acid → HCID 117761986, compound

https://huagongshe.com/reaction/1474649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 89445477HCID 89445477—
SolventEthyl AcetateHCID 8857—
ProductHCID 117761986HCID 11776198696%

Reaction Steps

To a solution of (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(4-(2-((tert-butyl dimethyl silyl)oxy)ethoxy)benzyl)-4-cyanophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (180.0 mg, 0.25 mmol), was added acetic acid (1.5 mL) and water (0.5 mL) and the reaction mixture was stirred overnight at r.t. After the completion of the reaction as confirmed by TLC, the reaction mixture was diluted with ethyl acetate (50 mL) followed by neutralization with sodium bicarbonate solution till effervescence ceased. The organic layer was separated, washed with water (2×20 mL), dried over Na2SO4 and concentrated in vacuo to afford crude product which was purified by column chromatography (silica gel, 3:2 EtOAc:Pet Ether) to afford title compound (140.0 mg, 95%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018249B2
Source datasetuspto-grants-2015_04
ORD IDord-94d36e4493ed4020b92d4765b73f3adc
Source noteuspto-grants-2015_04