HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Propanethiol → (2S)-1-(t-Butoxycarbonyl)-2-[1-hydroxy-2-(isopropylthio)-ethyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Propanethiol | HCID 6364 | — |
| 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-(isopropylthio)-ethyl]pyrrolidine | HCID 22860063 | — |
Reaction Steps
Isopropylmercaptan (0.93 ml) and triethylamine (1.39 ml) were added to (2S)-1-(t-butoxycarbonyl)-2-(1,2-epoxyethyl)-pyrrolidine (2.11 g) as obtained in Example 1-A) in methanol (100 ml), and the mixture was stirred for 2 hours under reflux. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (eluate: hexane-ethyl acetate) to give 1.66 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05506256 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-ea59e30d9d0d4a938ef070387cb8f28b |
| Source note | uspto-grants-1996_04 |