Trifluoroacetic acid → HCID 20779513, compound

HRID 2180874Notes

Reaction equation

HRID 2180874 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13]([CH2:15][C@@H:16]([C:30]([NH:32][C:33]1[CH:38]=[CH:37][C:36]([CH:39]([C:71]2[CH:76]=[CH:75][C:74]([NH:77][C:78](=[O:101])[C@H:79]([CH2:93][C:94]([O:96]C(C)(C)C)=[O:95])[NH:80][C:81](=[O:92])[CH2:82][C:83]3[C:91]4[C:86](=[CH:87][CH:88]=[CH:89][CH:90]=4)[NH:85][CH:84]=3)=[CH:73][CH:72]=2)[C:40]2[CH:45]=[CH:44][C:43]([NH:46][C:47](=[O:70])[C@H:48]([CH2:62][C:63]([O:65]C(C)(C)C)=[O:64])[NH:49][C:50](=[O:61])[CH2:51][C:52]3[C:60]4[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=4)[NH:54][CH:53]=3)=[CH:42][CH:41]=2)=[CH:35][CH:34]=1)=[O:31])[NH:17][C:18](=[O:29])[CH2:19][C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22][CH:21]=1)=[O:14])(C)(C)C>CO>[NH:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:20]([CH2:19][C:18]([NH:17][C@H:16]([C:30]([NH:32][C:33]2[CH:34]=[CH:35][C:36]([CH:39]([C:71]3[CH:72]=[CH:73][C:74]([NH:77][C:78](=[O:101])[C@H:79]([CH2:93][C:94](=[O:95])[OH:96])[NH:80][C:81](=[O:92])[CH2:82][C:83]4[C:91]5[C:86](=[CH:87][CH:88]=[CH:89][CH:90]=5)[NH:85][CH:84]=4)=[CH:75][CH:76]=3)[C:40]3[CH:45]=[CH:44][C:43]([NH:46][C:47](=[O:70])[C@H:48]([CH2:62][C:63](=[O:64])[OH:65])[NH:49][C:50](=[O:61])[CH2:51][C:52]4[C:60]5[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=5)[NH:54][CH:53]=4)=[CH:42][CH:41]=3)=[CH:37][CH:38]=2)=[O:31])[CH2:15][C:13](=[O:12])[OH:14])=[O:29])=[CH:21]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 20779511HCID 20779511, compound

Product 1

HCID 20779513HCID 20779513, compoundYield 3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A methanol solution containing trifluoroacetic acid (40%, 6 ml) was added to the tris[4-[β-t-butoxycarbonyl-N-[2-(1H-indol-3-yl)acetyl]-L-alanyl]aminophenyl]methane (50 mg) at room temperature, and the mixture was stirred at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure, and a portion of the residue was purified by preparative high performance liquid chromatography using methanol/trifluoroacetic acid (100/0.1) and water/trifluoroacetic acid (100/0.1) as a mixed eluent, to obtain 1.3 mg of the title compound.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customa portion of the residue was purified by preparative high performance liquid chromatography

Sources & evidence

ORD record
ord-26ff7687c7a64274b3089aaa7c7176c7
Source dataset
uspto-grants-2005_05
Patent number
US06887890B2

Reaction notes

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