HuagongsheHuagongshe Chemistry Print Report · For research reference only
[(3R,4R)-4-azidotetrahydrofuran-3-yl]oxy-tert-butyl-dimethyl-silane → (3R,4R)-4-(tert-Butyl(dimethyl)silyl)oxytetrahydrofuran-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [(3R,4R)-4-azidotetrahydrofuran-3-yl]oxy-tert-butyl-dimethyl-silane | HCID 86693775 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3R,4R)-4-(tert-Butyl(dimethyl)silyl)oxytetrahydrofuran-3-amine | HCID 71151039 | 88.1% |
Reaction Steps
A mixture of [(3R,4R)-4-azidotetrahydrofuran-3-yl]oxy-tert-butyl-dimethyl-silane (1.27 g, 5.22 mmol) and 10% palladium on carbon (25 mg, 0.023 mmol) in ethanol (20 mL) is stirred at room temperature under a hydrogen balloon for 16 h. The reaction is filtered through a pad of diatomaceous earth and the filtrate is concentrated in vacuo to give the title compound as a colorless oil (1.0 g, 88%). LC-ES/MS m/z 218 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658693B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-5927bea749aa4b8e977395af7c8dda26 |
| Source note | uspto-grants-2014_02 |