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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290354Generated: October 27, 2026

Trifluoromethanesulfonic anhydride → Ethanethioic acid trans(+/-)-S-[tetrahydro-5-[[[(trifluoromethyl)sulfonyl]oxy]methyl]-3-furanyl]ester

https://huagongshe.com/reaction/1290354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantEthanethioic acid trans-(+/-)-S-[tetrahydro-5-(hydroxymethyl)-3-furanyl]esterHCID 15346553—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductEthanethioic acid trans(+/-)-S-[tetrahydro-5-[[[(trifluoromethyl)sulfonyl]oxy]methyl]-3-furanyl]esterHCID 86750748—

Reaction Steps

To a 0° C. solution of 0.535 ml of trifluoromethanesulfonic anhydride in 3.75 ml of methylene chloride is added, via a syringe, a 0° C. solution of 0.529 g of product from Example 6 in 0.75 ml of methylene chloride and 0.243 ml of pyridine. The reaction is stirred in an ice bath for 45 minutes; during which time the progress of reaction is checked by thin layer chromatography. The mixture is concentrated in vacuo, slurried with ethyl acetate and filtered. The filtrate is purified by chromatography (Silica Gel: 50% ethyl acetate/hexane) to give 0.799 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05750735
Source datasetuspto-grants-1998_05
ORD IDord-f22d5f2a852f4fc0b8463158c9f63e9b
Source noteuspto-grants-1998_05