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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515938Generated: October 30, 2026

Water → HCID 131733327, compound

https://huagongshe.com/reaction/515938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant18-Crown-6HCID 28557—
ReactantSodium BenzoateHCID 517055—
ReactantHCID 90248153HCID 90248153—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 131733327HCID 13173332762.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

Chiral (2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,4-difluor-O-2-(iodomethyl)-4-methyl-tetrahydrofuran-3-yl benzoate (0.56 g, 1.15 mmol), sodium benzoate (0.825 g, 5.73 mmol) and 18-crown-6 (0.03 g, 0.115 mmol) were suspended in DMSO (20 mL), the solution was heated to 100° C. and stirred under nitrogen atmosphere for 18 h, then cooled to r.t., water (30 mL) was added into it, the mixture was extracted by EA (30 mL×3), the organic layer was washed with H2O, brine and H2O, removed solvent by reduced pressure, the residue was purified by silica gel column chromatography (PE:EA=1:2) to afford the title compound as a colorless oil (0.34 g, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108999B2
Source datasetuspto-grants-2015_08
ORD IDord-666cef6f3e524d5caead6d5ab36b98c9
Source noteuspto-grants-2015_08