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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277021Generated: October 31, 2026

Sodium Bicarbonate → 4-(5-Hydroxy-2-oxo-3-propionyl-2-H-pyran-6-yl)pentanol

https://huagongshe.com/reaction/2277021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant6-(5-(t-Butyldimethylsilyloxy)pentan-2-yl)-4-hydroxy-3-propionyl-2-H-pyran-2-oneHCID 54706544—
SolventAcOH THF waterHCID 21877175—
Product4-(5-Hydroxy-2-oxo-3-propionyl-2-H-pyran-6-yl)pentanolHCID 86695808—

Reaction Steps

6-(5-(t-Butyldimethylsilyloxy)pentan-2-yl)-4-hydroxy-3-propionyl-2-H-pyran-2-one (IV; 3 g; 8.15 mmol) in 100 ml AcOH/THF/water (3/1/1, v/v/v) was stirred for 18 h at 25° C. The reaction mixture was neutralized with saturated NaHCO3, extracted with 3×50 ml EtOAc, dried with anhydrous Na2SO4, and evaporated to an oil. The product was purified via silica chromatography (40% EtOAc in hexanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133155B2
Source datasetuspto-grants-2015_09
ORD IDord-6d82affae6db4a9a8ef72a2820b35701
Source noteuspto-grants-2015_09