Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300157Generated: November 1, 2026

Water → (5R)-5-[(trityloxy)methyl]-2,2-divinyltetrahydrofuran

https://huagongshe.com/reaction/2300157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanto-Toluenesulfonyl chlorideHCID 8623—
ReactantHCID 57226488HCID 57226488—
SolventPyridineHCID 1049—
Product(5R)-5-[(trityloxy)methyl]-2,2-divinyltetrahydrofuranHCID 6989242647.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

13.0 g of (2S)-1-(trityloxy)-5-vinyl-6-heptene-2,5-diol and 57.2 g of toluenesulfonyl chloride were dissolved in 200 ml pyridine, and stirred at 80° C. overnight. After the reaction was completed, water was added thereto, and it was stirred at room temperature for 10 min. After extracting twice with ethyl acetate, washed with brine, and dried over magnesium sulfate. The solvent was removed, and the resulting residue was dissolved in toluene. After the solvent was removed again, the resulting residue was purified by silica gel column chromatography to give 5.88 g of (5R)-5-[(trityloxy)methyl]-2,2-divinyltetrahydrofuran.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498159B1
Source datasetuspto-grants-2002_12
ORD IDord-1af204d9c33942568250f85f793dcf5f
Source noteuspto-grants-2002_12