Trifluoroacetic acid → (4-(6,7-Bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acid

HRID 1720819Notes

Reaction equation

HRID 1720819 reaction equation
C([O:5][C:6](=[O:73])[C@H:7]([CH2:64][CH2:65][C:66]([O:68]C(C)(C)C)=[O:67])[NH:8][C:9](=[O:63])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:62])[CH2:18][CH2:19][S:20][CH2:21][CH:22]([O:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61])[CH2:23][O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])=[CH:12][CH:11]=1)(C)(C)C.FC(F)(F)C(O)=O>>[CH2:44]([O:43][CH:22]([CH2:23][O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:21][S:20][CH2:19][CH2:18][C:17]([NH:16][C:13]1[CH:12]=[CH:11][C:10]([C:9]([NH:8][C@H:7]([C:6]([OH:73])=[O:5])[CH2:64][CH2:65][C:66]([OH:68])=[O:67])=[O:63])=[CH:15][CH:14]=1)=[O:62])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53695392(4-(6,7-Bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester

Product 1

HCID 53849118(4-(6,7-Bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acidYield 94%

Procedure

To (4-(6,7-bis(stearyloxy)-4-thiaheptanoylamino)benzoyl)glutamic acid di-t-butyl ester as obtained in Example 25 (75 mg), trifiuoroacetic acid (5 ml) was added, followed by stirring at room temperature for 24 hours. The mixture was concentrated to yield the title compound (64 mg, yield 94%) as a colorless crystal.

Workup

  1. additionwas added
  2. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-cb20f8d6a0614b1ab398eb740a8b5431
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

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