HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57504572, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tetrabutylammonium Fluoride Trihydrate | HCID 11726816 | — |
| Reactant | HCID 57504573 | HCID 57504573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57504572 | HCID 57504572 | 86.4% |
Reaction Steps
Tetrabutylammoniumfluoride trihydrate (3.21 g, 10.19 mmol) was added to a stirred solution of (2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-N-(5-methylpyridin-2-yl)butanamide (Step 2) (2.00 g, 6.79 mmol) in THF (20 mL). The reaction mixture was kept at ambient temperature for 2 hrs. Water and EtOAc were added and the two phases were separated. The aqueous phase was extracted with EtOAc. The organic extracts were combined and washed with water, dried over MgSO4 and concentrated in vacuo. The residue was recrystallised from diethyl ether to give the title compound as colourless crystals (1.14 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143263B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-c2978fe54bd74e379fcf08aec2660653 |
| Source note | uspto-grants-2012_03 |