HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (R)-2-Amino-3-phenylsulfanyl-propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | (R)-2-Amino-3-phenylsulfanyl-propionic acid methyl ester hydrochloride | HCID 68712569 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-2-Amino-3-phenylsulfanyl-propan-1-ol | HCID 68714506 | — |
Reaction Steps
To a stirred suspension of (R)-2-amino-3-phenylsulfanyl-propionic acid methyl ester hydrochloride (0.50 g, 2.0 mmol) in tetrahydrofuran (10 ml) under an argon atmosphere was added slowly lithium aluminum hydride (0.153 g, 4.0 mmol) and the mixture was stirred overnight at room temperature. For work-up water (1.5 ml) and 2N sodium hydroxide solution (0.5 ml) were added and the mixture was stirred for 30 min. After filtration the solvent was evaporated and the residue was purified by column chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: heptane/EtOAc=1:1 to yield a light yellow oil, (0.095 g, 26%); MS (ISP): 183.9 ((M+H)+.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604061B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-7fcccd777cd842e9a32d73801cdcd41a |
| Source note | uspto-grants-2013_12 |