HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66975646, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 66975961 | HCID 66975961 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66975646 | HCID 66975646 | 91.5% |
Reaction Steps
To a solution of N-benzyl-N-[(2R,3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,4-dichlorophenyl)-3-hydroxybutyl]-2-chloroacetamide (4.13 g) in THF (100 mL) was added sodium tert-butoxide (897 mg) at 0° C., and the mixture was stirred at room temperature for 1 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (3.52 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722662B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-dcb229caef5447aaad110256c2fb11ad |
| Source note | uspto-grants-2014_05 |