HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 69937347, compound → HCID 69937537, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 69937347 | HCID 69937347 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69937537 | HCID 69937537 | 100% |
Reaction Steps
A solution of tert-butyl ((4aS,5R,7aS)-7a-(2-fluoro-5-nitrophenyl)-3,5-dimethyl-4-oxo-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate (1.6 g, 3.77 mmol) in ethanol (30 ml) was hydrogenated over 10% Pd/C (200 mg) at RT under a balloon of hydrogen for 4 h. The catalyst was removed by filtration through Celite-washing with ethanol. The filtrate was evaporated to give the title compound (1.48 g, colourless foam). 1H NMR (400 MHz, CDCl3) δ ppm 1.50 (d, J=6.06 Hz, 3H) 1.54 (s, 9H) 3.29 (s, 3H) 3.35 (dd, J=9.22, 1.89 Hz, 1H) 3.63 (s, 2H) 4.25-4.30 (m, 1H) 4.33-4.42 (m, 2H) 6.44 (dd, J=6.32, 2.78 Hz, 1H) 6.56-6.63 (m, 1H) 6.91 (dd, J=10.99, 8.72 Hz, 1H) 10.47 (br. s., 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139594B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-f0715ee75577491b90d5065a5fa23cef |
| Source note | uspto-grants-2015_09 |