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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1940264Generated: October 30, 2026

(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

https://huagongshe.com/reaction/1940264

Reaction equation

Participants

RoleNameHCIDCharge
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-oneHCID 11102745—
CatalystHCID 178418390HCID 178418390—
SolventEthyl AcetateHCID 8857—
ProductHCID 18624687HCID 18624687403.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05698733
Source datasetuspto-grants-1997_12
ORD IDord-14b3302a5836459bbecb1533cbcdcc5a
Source noteuspto-grants-1997_12