HCID 178418361, compound → HCID 178503693, compound

HRID 325229Notes

Reaction equation

HRID 325229 reaction equation
[NH:1]1[CH:5]=[C:4]([CH:6]=[CH:7][C:8]2[CH:24]=[CH:23][C:11]([C:12]([NH:14][C@H:15]([C:20]([OH:22])=[O:21])[CH2:16][CH2:17][S:18][CH3:19])=[O:13])=[C:10]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH:9]=2)[N:3]=[CH:2]1.[H][H]>[Pd].C(OCC)(=O)C>[NH:1]1[CH:5]=[C:4]([CH2:6][CH2:7][C:8]2[CH:24]=[CH:23][C:11]([C:12]([NH:14][C@H:15]([C:20]([OH:22])=[O:21])[CH2:16][CH2:17][S:18][CH3:19])=[O:13])=[C:10]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH:9]=2)[N:3]=[CH:2]1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178503692HCID 178503692, compound

Product 1

HCID 178503693HCID 178503693, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The resultant olefin (1 mmol) from Example 48 is mixed with 5% palladium on carbon (100 mg) in ethyl acetate. The reaction mixture is attached to a hydrogenation apparatus, and then is detached from the apparatus after about 95% of the theoretical hydrogen has been absorbed. The reaction mixture is filtered and concentrated in vacuo. The crude product is purified with a column chromatography on silica gel to give the title compound.

Workup

  1. customhas been absorbed
  2. filtrationThe reaction mixture is filtered
  3. concentrationconcentrated in vacuo
  4. customThe crude product is purified with a column chromatography on silica gel

Sources & evidence

ORD record
ord-db031c4dbb1c41789d48609337ae2105
Source dataset
uspto-grants-2001_04
Patent number
US06221865B1

Reaction notes

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