Trifluoroacetic acid → Ethyl 3-benzenesulphonylamino-3-(3-[3-guanidinophenylsulphonylamino]-phenyl)propionate

HRID 1357065Notes

Reaction equation

HRID 1357065 reaction equation
FC(F)(F)C(O)=O.[C:8]1([S:14]([NH:17][CH:18]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([NH:31][S:32]([C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([N:41](C(OC(C)(C)C)=O)[C:42]([NH2:51])=[N:43]C(OC(C)(C)C)=O)[CH:36]=3)(=[O:34])=[O:33])[CH:26]=2)[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])(=[O:16])=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(Cl)Cl>[C:8]1([S:14]([NH:17][CH:18]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([NH:31][S:32]([C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([NH:41][C:42]([NH2:51])=[NH:43])[CH:36]=3)(=[O:34])=[O:33])[CH:26]=2)[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])(=[O:15])=[O:16])[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53760721HCID 53760721, compound

Product 1

HCID 178472154Ethyl 3-benzenesulphonylamino-3-(3-[3-guanidinophenylsulphonylamino]-phenyl)propionateYield 55.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2 ml of trifluoroacetic acid were added to a solution of 246 mg of (1g) in 2 ml of methylene chloride. The reaction was stirred at room temperature for 4 h and the solvent was then removed on a rotary evaporator. 100 mg of a viscous oil were obtained by means of chromatographic purification (dichloromethane/methanol 1:1).

Workup

  1. customthe solvent was then removed on a rotary evaporator

Sources & evidence

ORD record
ord-f8c3ccb2592248a48a5b45c7d2c24925
Source dataset
uspto-grants-2003_07
Patent number
US06589972B2

Reaction notes

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