Trifluoroacetic acid → HCID 86583524, compound

HRID 1790537Notes

Reaction equation

HRID 1790537 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]([NH:19][C:20]2[CH:25]=[CH:24][C:23](/[C:26](/[NH:35]C(OC(C)(C)C)=O)=[N:27]/C(OC(C)(C)C)=O)=[CH:22][CH:21]=2)[C:16]([O-:18])=O)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46]>C(Cl)Cl>[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46].[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]([NH:19][C:20]2[CH:21]=[CH:22][C:23]([C:26](=[NH:27])[NH2:35])=[CH:24][CH:25]=2)[C:16]([O:46][CH3:45])=[O:18])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178454275HCID 178454275, compound

Product 1

HCID 86583524HCID 86583524, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

655 mg of methyl (E)/(Z)-(RS)-(3-benzyloxy-phenyl)-[4-(tert-butoxycarbonylamino-tert-butoxycarbonylimino-methyl)-phenylamino]-acetate were treated in 3 ml of methylene chloride with 3 ml of trifluoroacetic acid and left to stand for 50 min. at room temperature. The solution was evaporated in a vacuum and the residue was chromatographed on silica gel. There were obtained 440 mg of methyl (RS)-(3-benzyloxy-phenyl)-(4-carbamimidoyl-phenylamino)-acetate trifluoroacetate, m.p. 162° C., MS: 390 (M+H)+.

Workup

  1. waitleft
  2. customThe solution was evaporated in a vacuum
  3. customthe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-ef8f8e2abfad4a5192c207ac03e17018
Source dataset
uspto-grants-2006_07
Patent number
US07071212B2

Reaction notes

Loading…