4-[6,7-Bis(12-phenyldodecanoyloxy)-4-thiaheptanoylamino]benzoylglutamic acid di-t-butylester → 4-[6,7-Bis(12-phenyldodecanoyloxy)-4-thiaheptanoylamino]benzoylglutamic acid
Reaction equation
C([O:5][C:6](=[O:75])[C@H:7]([CH2:66][CH2:67][C:68]([O:70]C(C)(C)C)=[O:69])[NH:8][C:9](=[O:65])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:64])[CH2:18][CH2:19][S:20][CH2:21][CH:22]([O:44][C:45](=[O:63])[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)[CH2:23][O:24][C:25](=[O:43])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[CH:12][CH:11]=1)(C)(C)C>FC(F)(F)C(O)=O>[C:57]1([CH2:56][CH2:55][CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][C:45]([O:44][CH:22]([CH2:23][O:24][C:25](=[O:43])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH2:21][S:20][CH2:19][CH2:18][C:17]([NH:16][C:13]2[CH:14]=[CH:15][C:10]([C:9]([NH:8][C@H:7]([C:6]([OH:75])=[O:5])[CH2:66][CH2:67][C:68]([OH:70])=[O:69])=[O:65])=[CH:11][CH:12]=2)=[O:64])=[O:63])[CH:58]=[CH:59][CH:60]=[CH:61][CH:62]=1Participants
3
Procedure
A solution of 4-[6,7-bis(12-phenyldodecanoyloxy)-4-thiaheptanoylamino]benzoyl-glutamic acid di-t-butyl ester as obtained in Example 60 (275 mg) in trifiuoroacetic acid (2 ml) was stirred at room temperature for 2 hours, after which the solvent was distilled off under reduced pressure, to yield the title compound (207 mg, yield 84%) as a syrup.
Workup
- distillationafter which the solvent was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-c4baee13994a485fb56b08faad38ede7
- Source dataset
- uspto-grants-1996_04
- Patent number
- US05506267
Reaction notes
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