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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747225Generated: October 30, 2026

Water → HCID 59749511, compound

https://huagongshe.com/reaction/747225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 59749449HCID 59749449—
SolventDichloromethaneHCID 6344—
ProductHCID 59749511HCID 5974951138%

Reaction Steps

N-[((5S)-3-{4′-[5-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazol-3-yl]-2,2′-difluoro-1,1′-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide (416 mg, 0.74 mmol) was dissolved in dichloromethane (25 ml) at room temperature. A 1M solution of tetrabutylammonium fluoride in tetrahydrofuran (0.82 ml, 0.82 mmol) was added and the reaction mixture stirred for 300 minutes. Water (50 ml) was added and the dichloromethane layer separated, dried over magnesium sulfate, filtered then concentrated in vacuo onto silica (2 ml). This was purified by chromatography (20 g silica gel bond elut; 0 to 6% methanol/dichloromethane) to yield 125 mg (38%) of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396847B2
Source datasetuspto-grants-2008_07
ORD IDord-c72ea29bd4ab461bbd8dd9437af86d51
Source noteuspto-grants-2008_07