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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277330Generated: October 31, 2026

Water → N-((2S)-1-((2-(3-fluoro-4-(3-oxobutoxy)phenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

https://huagongshe.com/reaction/2277330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium ThiosulfateHCID 24477—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantN-((2S)-1-((2-(3-fluoro-4-(3-hydroxybutoxy)phenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamideHCID 86731420—
SolventDimethylformamideHCID 6228—
ProductN-((2S)-1-((2-(3-fluoro-4-(3-oxobutoxy)phenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamideHCID 8673142155.3%

Reaction Steps

A solution of N-((2S)-1-((2-(3-fluoro-4-(3-hydroxybutoxy)phenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide (300 mg) and Dess-Martin reagent (914 mg) in DMF (30 mL) was stirred at room temperature for 15 hr. To the mixture was added saturated aqueous sodium thiosulfate solution, and the mixture was stirred at room temperature for 10 min. Water was added thereto, and the mixture was extracted with ethyl acetate. The combined organic layer were 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 (ethyl acetate/methanol) to give the title compound (165 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133129B2
Source datasetuspto-grants-2015_09
ORD IDord-2d26735c50a143d5873dcbdfa00d81fb
Source noteuspto-grants-2015_09