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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35872Generated: October 29, 2026

Sodium Thiosulfate → HCID 15660993, compound

https://huagongshe.com/reaction/35872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ThiosulfateHCID 24477—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 15660992HCID 15660992—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 15660993HCID 1566099395.7%

Reaction Steps

A solution of (3RS)-3-[(2S)-l-[3-(N-benzyl-N-methylcarbamoyl) propanoyl]pyrrolidin-2-yl]-3-hydroxy-2,2-difluoropropionic acid ethyl ester (250 mg) in methylene chloride (1.5 ml) was added dropwise to a suspension of Dess-Martin reagent (448 mg) in methylene chloride (6 ml). The mixture was stirred for 3 hrs. The reaction mixture was diluted with ether. A saturated aq. solution of sodium bicarbonate (30 ml) wherein sodium thiosulfate (2.26 g) was dissolved was added to the diluted solution. The mixture was stirred for 10 mins, and extracted with EtOAc. The extract was washed, dried and evaporated. The residue was purified by column chromatography on silica gel (hexane - EtoAc) to give the title compound (238 mg) having the following physical data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05411974
Source datasetuspto-grants-1995_05
ORD IDord-b6cb9c4afea24e07858649ab85e6f3f0
Source noteuspto-grants-1995_05