HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophenol → (2S)-1-(t-butoxycarbonyl)-2-[1-hydroxy-2-(phenylthio)ethyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-butyl (2S)-2-(oxiran-2-yl)pyrrolidine-1-carboxylate | HCID 15297813 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2S)-1-(t-butoxycarbonyl)-2-[1-hydroxy-2-(phenylthio)ethyl]pyrrolidine | HCID 15297814 | — |
Reaction Steps
To (2S)-1-(t-butoxycarbonyl)-2-(1,2-epoxyethyl)pyrrolidine (3.00 g) in methanol (100 ml) were added thiophenol (1.5 ml) and triethylamine (2.0 ml), followed by 2 hour' stirring under reflux. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (eluate: hexane-ethyl acetate) to give 4.14 g of (2S)-1-(t-butoxycarbonyl)-2-[1-hydroxy-2-(phenylthio)ethyl]pyrrolidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05506256 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-ed64fa5f3adf4b7a8ba1464d5bd750a4 |
| Source note | uspto-grants-1996_04 |