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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577956Generated: October 29, 2026

Acetic Acid → HCID 67358307, compound

https://huagongshe.com/reaction/577956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactantethyl 5-((tert-butyldiphenylsilyloxy)methyl)-6-((2R,6S)-2,6-dimethylmorpholino)-7-fluorobenzo[d]isoxazole-3-carboxylateHCID 67357675—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67358307HCID 67358307—

Reaction Steps

Ethyl 5-((tert-butyldiphenylsilyloxy)methyl)-6-((2R,6S)-2,6-dimethylmorpholino)-7-fluorobenzo[d]isoxazole-3-carboxylate (Intermediate 204, 693 mg, 1.17 mmol) was dissolved in THF (3 ml) along with acetic acid (0.134 ml, 2.35 mmol). TBAF (1N in THF, 1.290 ml, 1.29 mmol) was added and the reaction was stirred at room temperature for 30 minutes. The reaction was diluted with water and extracted 2× with ethyl acetate. The organic layers were combined, washed with brine, dried over MgSO4 and concentrated. The residue was purified by silica gel column chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040528B2
Source datasetuspto-grants-2015_05
ORD IDord-d477149c04454141bb8be3e8efeb3f68
Source noteuspto-grants-2015_05