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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284738Generated: November 1, 2026

Sodium Chloride → HCID 90052647, compound

https://huagongshe.com/reaction/2284738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactanttert-Butyl [4-(aminomethyl)oxan-4-yl]carbamateHCID 71744123—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventBenzyl chloroformateHCID 10387—
ProductHCID 90052647HCID 90052647—

Reaction Steps

To a suspension of tert-butyl (4-(aminomethyl)tetrahydro-2H-pyran-4-yl)carbamate (G15, 195 mg) and sodium carbonate (449 mg) in acetone (5 mL) and water (2 mL), benzyloxycarbonyl chloride (241 μL) was added at room temperature, and the mixture was stirred at the same temperature for 2 hours. To the reaction mixture, ethyl acetate and saturated aqueous sodium chloride were added. The organic layer was separated, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent, 100 to 0% hexane in ethyl acetate) to obtain tert-butyl (4-(((benzyloxycarbonyl)amino)methyl)tetrahydro-2H-pyran-4-yl)carbamate (G16, 141 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145415B2
Source datasetuspto-grants-2015_09
ORD IDord-bf071efed71e43a492203c2b221a301f
Source noteuspto-grants-2015_09