HCID 22842862, compound → HCID 22842859, compound

HRID 1531236Notes

Reaction equation

HRID 1531236 reaction equation
[F:1][C:2]([F:27])([C:22](=[O:26])[CH2:23][CH2:24][CH3:25])/[CH:3]=[CH:4]/[CH2:5][C@H:6]1[C@H:13]([O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][O:16]2)[CH2:12][C@H:11]2[C@@H:7]1[CH2:8][C:9](=[O:21])[O:10]2>C(OCC)(=O)C.[C].[Pd]>[F:27][C:2]([F:1])([C:22](=[O:26])[CH2:23][CH2:24][CH3:25])[CH2:3][CH2:4][CH2:5][C@H:6]1[C@H:13]([O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][O:16]2)[CH2:12][C@H:11]2[C@@H:7]1[CH2:8][C:9](=[O:21])[O:10]2

Participants

4

Reactant 1

HCID 22842862HCID 22842862, compound

Product 1

HCID 22842859HCID 22842859, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5% Palladium-carbon (catalytic amount) was added into the solution of (1S,5R,6R,7R)-6-{(E)-4,4-difluoro-5-oxo-2-octenyl}-7-tetrahydropyranyloxy-2-oxabicyclo-[3.3.0]octan-3-one (4) (5.57 g) in ethyl acetate, and mixed at a room temperature for 7 hours under hydrogen gas atmosphere. The reaction solution was filtered, and the filtrate was concentrated under a reduced pressure to give the titled compound (5) as a crude product. Yield: 5.48 g (97.8%)

Workup

  1. additionmixed at a room temperature for 7 hours under hydrogen gas atmosphere
  2. filtrationThe reaction solution was filtered
  3. concentrationthe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-099d1a7e377d4e97bc3636b4c96ac534
Source dataset
uspto-grants-2001_03
Patent number
US06197821B1

Reaction notes

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