Trifluoroacetic acid → N-(2,6-dichlorobenzoyl)-4-(2-aminophenyl)-L-phenylalanine methyl ester TFA salt

HRID 24636Notes

Reaction equation

HRID 24636 reaction equation
[CH3:1][O:2][C:3](=[O:37])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[NH:29]C(OC(C)(C)C)=O)=[CH:19][CH:18]=1)[NH:5][C:6](=[O:15])[C:7]1[C:12]([Cl:13])=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:14].[C:38]([OH:44])([C:40]([F:43])([F:42])[F:41])=[O:39]>>[OH:44][C:38]([C:40]([F:43])([F:42])[F:41])=[O:39].[CH3:1][O:2][C:3](=[O:37])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[NH2:29])=[CH:19][CH:18]=1)[NH:5][C:6](=[O:15])[C:7]1[C:8]([Cl:14])=[CH:9][CH:10]=[CH:11][C:12]=1[Cl:13]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54237195N-(2,6-dichlorobenzoyl)-4-[2-(tert-butoxycarbonylamino)phenyl]-L-phenylalanine methyl ester

Product 1

HCID 131723775N-(2,6-dichlorobenzoyl)-4-(2-aminophenyl)-L-phenylalanine methyl ester TFA salt

Procedure

N-(2,6-Dichlorobenzoyl)-4-[2-(tert-butoxycarbonylamino)phenyl]-L-phenylalanine methyl ester (90 mg) was treated with TFA (1 mL) for 2 h at room temperature. Excess TFA was removed in vacuo to give N-(2,6-dichlorobenzoyl)-4-(2-aminophenyl)-L-phenylalanine methyl ester TFA salt.

Workup

  1. customExcess TFA was removed in vacuo

Sources & evidence

ORD record
ord-b731f018ac164ec5af167865138d4778
Source dataset
uspto-grants-2005_02
Patent number
US06855843B2

Reaction notes

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