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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507833Generated: November 3, 2026

Triethylamine → tert-Butyl 4(S)-(2(S)-methanesulphonyloxymethyl-3-methylbutyl)-2,2-dimethyloxazolidine-3-carboxylate

https://huagongshe.com/reaction/507833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-Butyl 4(S)-(2(S)-hydroxymethyl-3-methylbutyl)-2,2-dimethyloxazolidine-3-carboxylateHCID 68624386—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 4(S)-(2(S)-methanesulphonyloxymethyl-3-methylbutyl)-2,2-dimethyloxazolidine-3-carboxylateHCID 86613455—

Reaction Conditions

Temperature0 °C

Reaction Steps

The solution of 2.84 g of tert-butyl 4(S)-(2(S)-hydroxymethyl-3-methylbutyl)-2,2-dimethyl-oxazolidine-3-carboxylate in 100 ml of dichloromethane is admixed at 0° C. successively with 1.41 ml of triethylamine and 0.76 ml of methanesulphonyl chloride. The reaction mixture is stirred at 0° C. over 1 hour and subsequently concentrated by evaporation. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F) as a slightly yellowish oil. Rf=0.30 (1:2 EtOAc-heptane); Rt=5.03 (gradient I).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786307B2
Source datasetuspto-grants-2010_08
ORD IDord-167742edac0e44c3b8862183be4590c1
Source noteuspto-grants-2010_08