HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 131733444, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 90405868 | HCID 90405868 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 131733444 | HCID 131733444 | — |
Reaction Steps
Anhydrous THF (5 mL) was cooled to 0° C. and LiAlH4 (0.016 g, 0.44 mmol) was added. (S)-tert-butyl 2-((3-((R)-3-((tert-butoxycarbonyl)amino)-1-hydroxypropyl)phenoxy)methyl)pyrrolidine-1-carboxylate (0.1 g, 0.22 mmol) was slowly added to reaction mixture and then kept at room temperature for 4 hrs. After completion of reaction as judged by TLC (10% MeOH/CH2Cl2) the reaction mixture was quenched with EtOAc followed by saturated Na2SO4, extracted with EtOAc and organic layer was concentrated under reduced pressure to give tert-butyl ((R)-3-hydroxy-3-(3-(((S)-1-methylpyrrolidin-2-yl)methoxy)phenyl)propyl)carbamate as a light yellow oil which was used in the next step without additional purification. Yield (0.060 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133154B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-2a496b74f34a4737ba5960b79aeabf38 |
| Source note | uspto-grants-2015_09 |