Trifluoroacetic acid → HCID 178448352, compound

HRID 1906145Notes

Reaction equation

HRID 1906145 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].[NH:8](C(OC(C)(C)C)=O)[C@H:9]([C:18]([NH:20][C@H:21]([C:32]([NH:34][C@H:35]([C:51]([NH:53][C@H:54]([C:66]([NH:68][C@H:69]([C:73]([O:75]C(C)(C)C)=[O:74])[CH:70]([CH3:72])[CH3:71])=[O:67])[CH2:55][C:56](=[O:65])[O:57][CH2:58][C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1)=[O:52])[CH2:36][CH2:37][CH2:38][CH2:39][NH:40][C:41]([O:43][CH2:44][C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)=[O:42])=[O:33])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:31])[NH:27][N+:28]([O-:30])=[O:29])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1>C(Cl)Cl>[NH2:8][C@H:9]([C:18]([NH:20][C@H:21]([C:32]([NH:34][C@H:35]([C:51]([NH:53][C@H:54]([C:66]([NH:68][C@H:69]([C:73]([OH:75])=[O:74])[CH:70]([CH3:71])[CH3:72])=[O:67])[CH2:55][C:56](=[O:65])[O:57][CH2:58][C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1)=[O:52])[CH2:36][CH2:37][CH2:38][CH2:39][NH:40][C:41]([O:43][CH2:44][C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)=[O:42])=[O:33])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:31])[NH:27][N+:28]([O-:30])=[O:29])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1.[F:4][C:3]([C:1]([OH:7])=[O:2])([F:6])[F:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178448351HCID 178448351, compound

Product 1

HCID 178448352HCID 178448352, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

For simultaneous splitting off of the Boc and tert.-butyl ester protective groups, 7.4 ml (96 mmol) of TFA are added to 2.65 g (2.4 mmol) of 9 and the mixture is stirred under an N2 atmosphere at room temperature for 10 minutes. The solution is taken up in 50 ml of CH2Cl2 and the mixture is evaporated. The product is then recrystallized from MeOH/diethyl ether and dried over KOH.

Workup

  1. customthe mixture is evaporated
  2. customThe product is then recrystallized from MeOH/diethyl ether
  3. dry with materialdried over KOH

Sources & evidence

ORD record
ord-37d5c4101caf43abbbac8c25e223f571
Source dataset
uspto-grants-1987_03
Patent number
US04650788

Reaction notes

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