HCID 131720321, compound → HCID 131720320, compound

HRID 2293956Notes

Reaction equation

HRID 2293956 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:12](=[O:13])[C@@H:11]([CH2:14][CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C@@H:10]2[C:23]2[CH:28]=[CH:27][C:26]([CH:29]=[CH:30][C:31]([O:33][CH3:34])=[O:32])=[CH:25][CH:24]=2)=[CH:5][CH:4]=1>CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:12](=[O:13])[C@@H:11]([CH2:14][CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C@@H:10]2[C:23]2[CH:24]=[CH:25][C:26]([CH2:29][CH2:30][C:31]([O:33][CH3:34])=[O:32])=[CH:27][CH:28]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 131720321HCID 131720321, compound

Product 1

HCID 131720320HCID 131720320, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Dissolve the product of Example 2 (0.35 g, 0.77 mmol) in EtOAc (6 mL) and purge with N2. Add 10% Pd/C (0.082 g), purge the resulting suspension with H2 and stir under a balloon of H2 for 3 h. Filter the mixture through celite, wash the filter cake with EtOAc and concentrate the filtrate to obtain 0.35 g (100%) of the title compound as a clear oil. MS (EI): 455(M+, 13), 308(31), 217(78), 185(25), 149(52), 129(100).

Workup

  1. custompurge with N2
  2. additionAdd 10% Pd/C (0.082 g)
  3. custompurge the resulting suspension with H2
  4. filtrationFilter the mixture through celite
  5. washwash the filter cake with EtOAc
  6. concentrationconcentrate the filtrate

Sources & evidence

ORD record
ord-6207cd32541c49ad9a60c4781d7a8227
Source dataset
uspto-grants-1997_11
Patent number
US05688785

Reaction notes

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