HCID 86757272, compound → HCID 70236857, compound

HRID 651545Notes

Reaction equation

HRID 651545 reaction equation
[N:1]([C@H:4]1[C@@H:16]2[C:17](=[O:20])[O:18][CH2:19][C@H:15]2[C@H:14]([C:21]2[CH:26]=[C:25]([O:27][CH3:28])[C:24]([OH:29])=[C:23]([O:30][CH3:31])[CH:22]=2)[C:13]2[C:5]1=[CH:6][C:7]1[O:11][CH2:10][O:9][C:8]=1[CH:12]=2)=[N+]=[N-]>C(OCC)(=O)C.[Pd]>[NH2:1][C@H:4]1[C@@H:16]2[C:17](=[O:20])[O:18][CH2:19][C@H:15]2[C@H:14]([C:21]2[CH:26]=[C:25]([O:27][CH3:28])[C:24]([OH:29])=[C:23]([O:30][CH3:31])[CH:22]=2)[C:13]2[C:5]1=[CH:6][C:7]1[O:11][CH2:10][O:9][C:8]=1[CH:12]=2

Participants

4

Reactant 1

HCID 86757272HCID 86757272, compound

Product 1

HCID 70236857HCID 70236857, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

0.6 g of 10% Pd/C is added to a solution of 7 mmol of the compound obtained in Step 1 in 160 ml of ethyl acetate. The reaction mixture is then stirred under hydrogen for 16 hours and subsequently filtered over Celite. After concentration of the fil trate under reduced pressure, the residue is chromatographed on silica gel (dichloromethane/ethyl acetate: 90/10), enabling the expected product to be isolated.

Workup

  1. filtrationsubsequently filtered over Celite
  2. customAfter concentration of the fil trate under reduced pressure, the residue is chromatographed on silica gel (dichloromethane/ethyl acetate: 90/10)
  3. customto be isolated

Sources & evidence

ORD record
ord-344e24bcd3cb4b48ac3aa4c0b8c59f32
Source dataset
uspto-grants-2001_08
Patent number
US06281198B1

Reaction notes

Loading…