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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660525Generated: November 2, 2026

Cesium fluoride → {(E)-3-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-1,1-dimethylallyl}-carbamic Acid Tert-butyl Ester

https://huagongshe.com/reaction/660525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant((E)-3-{3-Benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-1,1-dimethylallyl)-carbamic Acid Tert-butyl EsterHCID 68839103—
SolventDimethylformamideHCID 6228—
Product{(E)-3-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-1,1-dimethylallyl}-carbamic Acid Tert-butyl EsterHCID 68843602—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of ((E)-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-1,1-dimethylallyl)-carbamic acid tert-butyl ester (150 mg, 0.2 mmol) in DMF (3 mL) is added CsF (83 mg, 0.53 mmol) and the mixture is stirred at 60° C. for 3 h. The solvent is removed under reduced pressure and the residue is purified by flash chromatography using 10-20% MeOH/EtOAc as eluent to give the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-66c86c995063465499f61f1d99514f5d
Source noteuspto-grants-2011_12