HCID 22842862, compound → HCID 22842859, compound

HRID 2293591Notes

Reaction equation

HRID 2293591 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.[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 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a 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 (31) (5.57 g) in ethyl acetate was added 5% Pd/C (catalytic amount) and the resultant mixture was shaken under a hydrogen atmosphere at room temperature for 7 hours. The resultant mixture was filtered and the filtrate was concentrated under reduced pressure to give the titled compound (32) as a crude product. Yield: 5.48 g (97.8%).

Workup

  1. filtrationThe resultant mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a772c6ec76f54c7c83d73c60e3476777
Source dataset
uspto-grants-1997_11
Patent number
US05686487

Reaction notes

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