Trifluoroacetic acid → HCID 10724519, compound

HRID 1720837Notes

Reaction equation

HRID 1720837 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]([CH2:16][NH:17][C:18](=[O:62])[CH2:19][CH2:20][S:21][CH2:22][CH:23]([O:44][C:45](=[O:61])[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][CH3:60])[CH:24]([O:26][C:27](=[O:43])[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])[CH3:25])=[CH:12][CH:11]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[C:45]([O:44][CH:23]([CH:24]([O:26][C:27](=[O:43])[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])[CH3:25])[CH2:22][S:21][CH2:20][CH2:19][C:18]([NH:17][CH2:16][C:13]1[CH:14]=[CH:15][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:11][CH:12]=1)=[O:62])(=[O:61])[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][CH3:60]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10606089HCID 10606089, compound

Product 1

HCID 10724519HCID 10724519, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-[6,7-bis(palmitoyloxy)-4-thiaoctanoylaminomethyl]benzoyl-glutamic acid di-t-butyl ester as obtained in Example 75 (574 mg) in methylene chloride (4 ml)-trifiuoroacetic acid (5 ml) was stirred at room temperature for 4 hours, after which the solvent was distilled off under reduced pressure. The residue was recrystallized from methanolwater to yield the title compound (505 mg, yield 99%) as a colorless powder.

Workup

  1. distillationafter which the solvent was distilled off under reduced pressure
  2. customThe residue was recrystallized from methanolwater

Sources & evidence

ORD record
ord-b345555a113f4a39960c324824cd204b
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

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