HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 23135143, compound → HCID 178458131, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 23135143 | HCID 23135143 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178458131 | HCID 178458131 | — |
Reaction Steps
To a solution of the intermediate from step B (26 mg, 0.08 mmol) in DMSO (0.6 mL) was added potassium-t-butoxide (0.6 mL, 0.6 mmol, 1.0 M in THF). Oxygen gas was bubbled through the reaction mixture for 15 minutes. The reaction was quenched with HCl (3 mL, 3N). The resulting mixture was extracted with ethyl acetate (5×) dried over anhydrous Na2SO4 filtered and concentrated in vacuo. The residue was purified by reverse phase HPLC to afford the title compound. 1H NMR (CDCl3) δ 4.80 (m, 1H), 3.51 (m, 2H), 3.24 (dd, J=6.8, 15.5 Hz, 1H), 3.18 (dd, J=6.9, 16.0 Hz, 1H), 2.85 (dd, J=4.1, 15.6 Hz, 1H), 2.79 (dd, J=4.4, 16.1 Hz, 1H), 1.62 (m, 2H), 0.96 (t, J=7.6 Hz, 3H). LC-MS: 2.15 min; (M+H)=235.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637555B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-b041a70ca341465c8ea498249d7a080c |
| Source note | uspto-grants-2014_01 |