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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275216Generated: October 31, 2026

Sodium hydride → HCID 14352181, compound

https://huagongshe.com/reaction/2275216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantSodium BicarbonateHCID 516892—
Reactant73346-74-4HCID 785244—
SolventTetrahydrofuranHCID 8028—
ProductHCID 14352181HCID 1435218195,801.797%

Reaction Steps

To THF (50 mL), NaH (1.41 g, 0.032 mmol) was added at room temperature, followed by addition of ((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol (5.0 g, 0.031 mmol) at room temperature. The mixture was stirred at room temperature for 1 hr. After that, TBSCl (5.11 g, 0.034 mmol) was added at room temperature and stirred at room temperature overnight. The reaction solution was added with saturated aqueous solution of sodium hydrogen carbonate and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (8.21 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126931B2
Source datasetuspto-grants-2015_09
ORD IDord-96e730530b2c452caa63cca8283d8a66
Source noteuspto-grants-2015_09