HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66975148, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Borane | HCID 6331 | — |
| Reactant | HCID 66975646 | HCID 66975646 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66975148 | HCID 66975148 | 78% |
Reaction Steps
To a solution of (6RS,7RS)-4-benzyl-7-({[tert-butyl(dimethyl)silyl]oxy}methyl)-6-(3,4-dichlorophenyl)-1,4-oxazepan-3-one (40.5 g) in THF (150 mL) was added dropwise 1.2 M borane.THF complex/THF solution (150 mL) at room temperature, and the mixture was stirred under nitrogen purging at 60° C. for 2 hr. After cooling to room temperature, water was added carefully, and the mixture was stirred at room temperature for 1 hr, and extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate (0%-50%)) to give the title compound (30.7 g) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722662B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-22d7ee85528e4e58ab5befd43d8bd6bb |
| Source note | uspto-grants-2014_05 |