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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660644Generated: October 25, 2026

Tetrabutylammonium Fluoride → 2-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-cyclopropanecarboxylic Acid Ethyl Ester

https://huagongshe.com/reaction/660644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2-{3-Benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-cyclopropanecarboxylic Acid Ethyl EsterHCID 68839918—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-cyclopropanecarboxylic Acid Ethyl EsterHCID 68843495—

Reaction Conditions

Temperature60 °C

Reaction Steps

To 2-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-cyclopropanecarboxylic acid ethyl ester (75 mg, 0.14 mmol) in THF (3 mL) is added 1M TBAF in THF (0.21 mL) and the solution is stirred at 60° C. for 2 h. The reaction is cooled to RT and diluted with EtOAc and washed with 1N HCl and brine. The organic layer is dried over MgSO4 and concentrated under reduced pressure to afford the title compound as a yellow oil, which is used in the next step without further purification: (M+H)+=448.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-45156971354f4dd3b0c217a724f12ccc
Source noteuspto-grants-2011_12