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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277151Generated: October 29, 2026

Water → tert-butyl ((2S)-1-((2-(4-propoxyphenyl)-1-benzofuran-6-yl)oxy)propan-2-yl)carbamate

https://huagongshe.com/reaction/2277151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant(S)-2-((tert-butoxycarbonyl)amino)propyl 4-methylbenzenesulfonateHCID 13200311—
Reactant2-(4-Propoxyphenyl)-1-benzofuran-6-olHCID 86731207—
SolventDimethylformamideHCID 6228—
Producttert-butyl ((2S)-1-((2-(4-propoxyphenyl)-1-benzofuran-6-yl)oxy)propan-2-yl)carbamateHCID 8673120631.6%

Reaction Steps

To a solution of 2-(4-propoxyphenyl)-1-benzofuran-6-ol (918 mg) in DMF (10 mL) was added sodium hydride (60% oil, 137 mg), and the mixture was stirred at room temperature for 10 min. To the reaction mixture was added (2S)-2-[(tert-butoxycarbonyl)amino]propyl 4-methylbenzenesulfonate (1.13 g), and the mixture was stirred at 60° C. for 1 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (460 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133129B2
Source datasetuspto-grants-2015_09
ORD IDord-2738675bca0c4bd9990c4f5869be681f
Source noteuspto-grants-2015_09