HCID 57788451, compound → HCID 57788459, compound

HRID 215735Notes

Reaction equation

HRID 215735 reaction equation
C(OC[O:10][CH2:11][C@@H:12]([CH3:27])[CH2:13][CH2:14][CH2:15][C:16]([CH3:26])([CH3:25])[O:17][Si:18]([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19])C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[Pd]>[Si:18]([O:17][C:16]([CH3:25])([CH3:26])[CH2:15][CH2:14][CH2:13][C@H:12]([CH3:27])[CH2:11][OH:10])([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19]

Participants

5

Reactant 2

HCID 57788451HCID 57788451, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57788459HCID 57788459, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2nd procedure. To a solution of compound 3 (0.5 g, 1.27 mmol) in ethyl acetate (25 mL) was added Pd/C (10%, 380 mg) at room temperature. The reaction mixture was hydrogenated for 3 h under the hydrogen pressure of 10 Pa. Then, the mixture was filtered and the solvent was evaporated under reduced pressure. The oily residue was applied on a silica Sep-Pak cartridge (5 g) and washed with hexane/AcOEt (9:1) producing an oily alcohol 4 (272 mg, 78%).

Workup

  1. filtrationThen, the mixture was filtered
  2. customthe solvent was evaporated under reduced pressure
  3. washwashed with hexane/AcOEt (9:1)

Sources & evidence

ORD record
ord-3ed5bc166dec4da4911640a24eae83a2
Source dataset
uspto-grants-2012_06
Patent number
US08193171B2

Reaction notes

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