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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61840Generated: October 29, 2026

Sodium hydride → HCID 14352181, compound

https://huagongshe.com/reaction/61840

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 numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-3d4d3ef31ed04e718f75f87497c1a4a1
Source noteuspto-grants-2016_09