HCID 20034698, compound → HCID 19887978, compound

HRID 231200Notes

Reaction equation

HRID 231200 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]([C:17](=[O:31])[CH2:18][C:19]2[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[C:21]([O:29][CH3:30])[CH:20]=2)[CH2:14][CH2:15]O)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[H][H]>[Pd].C(O)C>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([CH:13]2[CH2:14][CH2:15][CH:18]([C:19]3[CH:20]=[C:21]([O:29][CH3:30])[C:22]([O:27][CH3:28])=[C:23]([O:25][CH3:26])[CH:24]=3)[C:17]2=[O:31])[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 2

HCID 20034698HCID 20034698, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19887978HCID 19887978, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2.38 g of the compound of Example 1 as a 0.1M ethanol solution and 900 mg of 10% palladium on carbon was stirred, under a 50 psi. atmosphere of hydrogen gas, for 17 hours. The mixture was then filtered through Celite and the crude residue was flash chromatographed on silica gel employing ethyl acetate as the eluent to yield the title compound.

Workup

  1. filtrationThe mixture was then filtered through Celite
  2. customchromatographed on silica gel

Sources & evidence

ORD record
ord-e32409c449714be3a754bf1e19bb2e60
Source dataset
uspto-grants-1989_07
Patent number
US04845129

Reaction notes

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