HCID 131733362, compound → HCID 131733364, compound
Reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:23]3[C:18]([CH2:19][CH2:20][CH2:21][CH2:22]3)=[C:17]([C:24]([N:26]([C:37]3[CH:42]=[CH:41][C:40]([O:43][Si:44]([C:47]([CH3:50])([CH3:49])[CH3:48])([CH3:46])[CH3:45])=[CH:39][CH:38]=3)[C:27]3[CH:28]=[C:29]4[CH:35]=[CH:34][N:33]([CH3:36])[C:30]4=[N:31][CH:32]=3)=[O:25])[CH:16]=2)=[C:11]([C:51]([N:53]2[C@H:62]([CH2:63][N:64]3[CH2:69][CH2:68][O:67][CH2:66][CH2:65]3)[CH2:61][C:60]3[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=3)[CH2:54]2)=[O:52])[CH:10]=1)C1C=CC=CC=1>C(O)C.[Pd]>[Si:44]([O:43][C:40]1[CH:41]=[CH:42][C:37]([N:26]([C:27]2[CH:28]=[C:29]3[CH:35]=[CH:34][N:33]([CH3:36])[C:30]3=[N:31][CH:32]=2)[C:24]([C:17]2[CH:16]=[C:15]([C:12]3[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][C:11]=3[C:51]([N:53]3[C@H:62]([CH2:63][N:64]4[CH2:65][CH2:66][O:67][CH2:68][CH2:69]4)[CH2:61][C:60]4[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=4)[CH2:54]3)=[O:52])[N:23]3[C:18]=2[CH2:19][CH2:20][CH2:21][CH2:22]3)=[O:25])=[CH:38][CH:39]=1)([C:47]([CH3:50])([CH3:49])[CH3:48])([CH3:46])[CH3:45]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
0.9 g of Pd/C 10% is added to a solution, in 100 mL of ethanol, of 8.88 g (8.4 mmol) of the compound obtained in Step C, whilst bubbling through argon. The reaction mixture is placed under 1.2 bars of hydrogen at ambient temperature for 15 hours. The catalyst is filtered off and the solvent is evaporated off under reduced pressure to provide the title compound.
Workup
- customwhilst bubbling through argon
- filtrationThe catalyst is filtered off
- customthe solvent is evaporated off under reduced pressure
Sources & evidence
- ORD record
- ord-0d642f3fd6094065a81fab69f67bef1f
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09115159B2
Reaction notes
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