5-(6,7-Bis(palmitoyloxy)-4-thiaheptanoyl)amino-2-(1,3-bis(t-butyloxycarbonyl)propyl)isoindolin-1-one → 5-(6,7-Bis(palmitoyloxy)-4-thiaheptanoyl)amino-2-(1,3-bis(hydroxycarbonyl)propyl)isoindolin-1-one
Reaction equation
[C:1]([O:18][CH:19]([CH2:54][O:55][C:56](=[O:72])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71])[CH2:20][S:21][CH2:22][CH2:23][C:24]([NH:26][C:27]1[CH:28]=[C:29]2[C:33](=[CH:34][CH:35]=1)[C:32](=[O:36])[N:31]([CH:37]([C:47]([O:49]C(C)(C)C)=[O:48])[CH2:38][CH2:39][C:40]([O:42]C(C)(C)C)=[O:41])[CH2:30]2)=[O:25])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>FC(F)(F)C(O)=O>[C:1]([O:18][CH:19]([CH2:54][O:55][C:56](=[O:72])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH2:70][CH3:71])[CH2:20][S:21][CH2:22][CH2:23][C:24]([NH:26][C:27]1[CH:28]=[C:29]2[C:33](=[CH:34][CH:35]=1)[C:32](=[O:36])[N:31]([CH:37]([C:47]([OH:49])=[O:48])[CH2:38][CH2:39][C:40]([OH:42])=[O:41])[CH2:30]2)=[O:25])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 5-(6,7-bis(palmitoyloxy)-4-thiaheptanoyl)amino-2-(1,3-bis(t-butyloxycarbonyl)propyl)isoindolin-1-one as obtained in Example 62 (208 mg) in trifluoroacetic acid (5 ml) was stirred at room temperature for 4 hours, followed by concentration, to yield the title compound (191 mg, yield 100%) as a colorless crystal.
Workup
- concentrationfollowed by concentration
Sources & evidence
- ORD record
- ord-ea52a99348174b5aa36963271dfa5a67
- Source dataset
- uspto-grants-1996_04
- Patent number
- US05506267
Reaction notes
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