HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66976278, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 66975619 | HCID 66975619 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66976278 | HCID 66976278 | 64.1% |
Reaction Steps
A solution of tert-butyldimethylchlorosilane (3.65 g) in THF (10 mL) was added dropwise to a solution of (2RS,3RS)-4-(benzylamino)-3-(3,4-dichlorophenyl)butane-1,2-diol (7.50 g) and triethylamine (9.22 mL) in THF (35 ml) at 0° C. Under nitrogen purging, the mixture was stirred at room temperature for 3 hr, water was added at 0° C., and the mixture was 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%-100%)) to give the title compound (6.42 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-caf0c43aa09d427dad15ba85ab6b6e93 |
| Source note | uspto-grants-2014_05 |