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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869655Generated: November 1, 2026

Methanol → HCID 66673192, compound

https://huagongshe.com/reaction/1869655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 66672502HCID 66672502—
SolventWaterHCID 962—
ProductHCID 66673192HCID 6667319299%

Reaction Steps

To a solution of (2R)-1-acetoxy-2-acetylamino-2-ethyl-4-[5-(4-cyclohexyloxybut-1-ynyl)furan-2-yl]butane obtained in Example (25a) in a mixed solvent of tetrahydrofuran (0.5 ml), methanol (0.5 ml) and water (0.5 ml) was added lithium hydroxide monohydrate (44.7 mg, 1.07 mmol) with stirring, and the resulting mixture was stirred at 50° C. for 4 hours. After cooling, water was added to the reaction mixture, and the resulting mixture was extracted with dichloromethane. The extract was washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. After filtration, the solvent was removed in vacuo, and the residue was purified by chromatography on a basic silica gel column (NH type) using a mixed solvent of dichloromethane and methanol (1:0-50:1) as the eluent to afford the crude (2R)-2-amino-2-ethyl-4-[5-(4-cyclohexyloxybut-1-ynyl)furan-2-yl]butan-1-ol (35.3 mg, yield: 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638551B2
Source datasetuspto-grants-2009_12
ORD IDord-a4bd404553f84abb95f3f6d67590726c
Source noteuspto-grants-2009_12