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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338008Generated: October 30, 2026

Water → HCID 89963014, compound

https://huagongshe.com/reaction/338008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,6-LutidineHCID 7937—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantHCID 89962841HCID 89962841—
SolventDichloromethaneHCID 6344—
ProductHCID 89963014HCID 8996301491%

Reaction Steps

To a solution of the (1S*,2R*,4S*)-4-hydroxy-2-(1-methyl-1H-pyrazol-5-yl)cyclohexyl benzoate (293 mg, 0.976 mmol) prepared in Example 162d and 2,6-lutidine (0.136 mL, 1.17 mmol) in dichloromethane (5.0 mL), tert-butyl(dimethyl)silyl trifluoromethanesulfonate (0.269 mL, 1.17 mmol) was added, and the mixture was stirred at room temperature for 1 hour. To the reaction solution, water (10 mL) was added, followed by extraction with dichloromethane (50 mL). The thus obtained organic layer was dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with silica gel chromatography (hexane/ethyl acetate=4:1) to yield the title compound (367 mg, 91%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889741B2
Source datasetuspto-grants-2014_11
ORD IDord-4bdb3ce0b4744390ac3db382b9cce7dc
Source noteuspto-grants-2014_11