Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294725Generated: October 30, 2026

Diethyl Ether → HCID 57243988, compound

https://huagongshe.com/reaction/2294725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantHCID 86751656HCID 86751656—
SolventDichloromethaneHCID 6344—
ProductHCID 57243988HCID 5724398880.5%

Reaction Steps

A mixture of 500 mg (1.36 mmol) of tert-butyl (4S,5R)-4-(cyclohexylmethyl)-5-[(R)-cyclopropylhydroxymethyl)-2,2-dimethyl-3-oxazolidinecarboxylate and 750 mg (1.77 mmol) of 1,1-dihydro-1,1,1-triacetoxy-1,2-benziodoxol-3(1H)-one in 10 ml of methylene chloride is stirred at room temperature for 3 hours. Thereafter, 50 ml of ether and 20 ml of 2N sodium hydroxide solution are added and the mixture is stirred at room temperature for 1 hour. The organic phase is separated, washed with 20 ml of 2N sodium hydroxide solution, dried over sodium sulphate and evaporated. There are obtained 400 mg of tert-butyl (4S,5R)-4-(cyclohexylmethyl)-5-(cyclopropylcarbonyl)-2,2-dimethyl-3-oxazolidinecarboxylate as a yellow oil; MS: 366 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688946
Source datasetuspto-grants-1997_11
ORD IDord-28343675611b4268b094031e72070a16
Source noteuspto-grants-1997_11