HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-3-benzoylthio-2-methylpropionyl chloride → tert.-butyl (4S)-1-n-butyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-3-benzoylthio-2-methylpropionyl chloride | HCID 12878434 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | tert.-butyl (4S)-1-n-butyl-2-oxo-imidazolidine-4-carboxylate | HCID 86738844 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert.-butyl (4S)-1-n-butyl-3-[(2S)-3-benzoylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate | HCID 56633050 | 73.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04380644 |
| Source dataset | uspto-grants-1983_04 |
| ORD ID | ord-5e2a721a796b4456bbd1a000ff11087f |
| Source note | uspto-grants-1983_04 |