HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3aR, 4R, 5R, 6aS) Hexahydro-4-[(E)-(3S)-5-phenyl-3-(tetrahydropyran-2-yloxy)-1-pentenyl]-5-(tetrahydropyran-2-yloxy)-2H-cyclopenta[b]furan-2-one → HCID 18624687, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3aR, 4R, 5R, 6aS) Hexahydro-4-[(E)-(3S)-5-phenyl-3-(tetrahydropyran-2-yloxy)-1-pentenyl]-5-(tetrahydropyran-2-yloxy)-2H-cyclopenta[b]furan-2-one | HCID 11102745 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18624687 | HCID 18624687 | 403.9% |
Reaction Steps
A solution of the lactone 6 (6.44 g, 13.4 mmol) in 50 mL of EtOAc was hydrogenated in the presence of 10% Pd/carbon (0.15 g) at 40 psi in a Parr hydrogenation apparatus for 4 h. The reaction mixture was filtered through Celite and the filtrate was concentrated to afford 7 (6.5 g, 99% yield) as a colorless oil. 1H-NMR (CDCl3) δ (characteristic peaks only) 7.22 (m, 5H), 5.00 (m, 1H), 4.76 (m, 2H), 3.52 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05698733 |
| Source dataset | uspto-grants-1997_12 |
| ORD ID | ord-14b3302a5836459bbecb1533cbcdcc5a |
| Source note | uspto-grants-1997_12 |