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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1702210Generated: October 31, 2026

(2S)-3-benzoylthio-2-methylpropionyl chloride → tert.-butyl (4S)-1-n-butyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate

https://huagongshe.com/reaction/1702210

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-3-benzoylthio-2-methylpropionyl chlorideHCID 12878434—
ReactantPotassium tert-butoxideHCID 23665647—
Reactanttert.-butyl (4S)-1-n-butyl-2-oxo-imidazolidine-4-carboxylateHCID 86738844—
SolventTetrahydrofuranHCID 8028—
Producttert.-butyl (4S)-1-n-butyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylateHCID 5663305073.4%

Reaction Steps

3.0 g of tert.-butyl (4S)-1-n-butyl-2-oxo-imidazolidine-4-carboxylate, 1.4 g of potassium tert.-butoxide, (2S)-3-benzoylthio-2-methylpropionyl chloride (prepared from 2.8 g of (2S)-3-benzoylthio-2-methylpropionic acid and 10 ml of thionyl chloride) and 40 ml of tetrahydrofuran are treated in the same manner as described in Example 2-(2). Then, the oily residue obtained is purified by silica gel chromatography (Solvent, toluene-ethyl acetate (20:1)). 3.8 g of tert.-butyl (4S)-1-n-butyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate are obtained as colorless syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04380644
Source datasetuspto-grants-1983_04
ORD IDord-5e2a721a796b4456bbd1a000ff11087f
Source noteuspto-grants-1983_04