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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660665Generated: October 29, 2026

Cesium fluoride → 5-{2-Benzyloxy-4-[(E)-2-((S)-2-methanesulfonyl-1,2,3,4-tetrahydroisoquinolin-3-yl)-vinyl]-phenyl}-1,1-dioxo-1,2,5-thiadiazolidin-3-one

https://huagongshe.com/reaction/660665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant5-{2-Benzyloxy-4-[(E)-2-((S)-2-methanesulfonyl-1,2,3,4-tetrahydroisoquinolin-3-yl)-vinyl]-phenyl}-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-oneHCID 68838991—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-{2-Benzyloxy-4-[(E)-2-((S)-2-methanesulfonyl-1,2,3,4-tetrahydroisoquinolin-3-yl)-vinyl]-phenyl}-1,1-dioxo-1,2,5-thiadiazolidin-3-oneHCID 68996313—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-{2-benzyloxy-4-[(E)-2-((S)-2-methanesulfonyl-1,2,3,4-tetrahydroisoquinolin-3-yl)-vinyl]-phenyl}-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (0.107 g, 0.164 mmol) in DMF (10 mL) is added CsF (0.980 g, 6.47 mmol). The mixture is stirred at 60° C. for 1.25 h, and then diluted with EtOAc (20 mL) and washed with 1N HCl (2×15 mL), followed by brine (2×15 mL). The organic layer is dried with Na2SO4 and the solvent removed under reduced pressure to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-3b4e5b92bc084b319035f266deaa4915
Source noteuspto-grants-2011_12