Trifluoroacetic acid → (S)-2-(Adamantan-1-ylmethoxycarbonylamino)-3-{[5-(3-guanidino-3-oxo-propyl)-thiophene-2-carbonyl]-amino}-propionic acid

HRID 413221Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 413221
C([O:5][C:6](=[O:43])[C@@H:7]([NH:28][C:29]([O:31][CH2:32][C:33]12[CH2:42][CH:37]3[CH2:38][CH:39]([CH2:41][CH:35]([CH2:36]3)[CH2:34]1)[CH2:40]2)=[O:30])[CH2:8][NH:9][C:10]([C:12]1[S:13][C:14]([CH2:17][CH2:18][C:19](=[O:27])[NH:20][C:21]2[NH:22][CH2:23][CH2:24][CH2:25][N:26]=2)=[CH:15][CH:16]=1)=[O:11])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:33]12([CH2:32][O:31][C:29]([NH:28][C@@H:7]([CH2:8][NH:9][C:10]([C:12]3[S:13][C:14]([CH2:17][CH2:18][C:19](=[O:27])[NH:20][C:21]4[NH:22][CH2:23][CH2:24][CH2:25][N:26]=4)=[CH:15][CH:16]=3)=[O:11])[C:6]([OH:43])=[O:5])=[O:30])[CH2:42][CH:37]3[CH2:38][CH:39]([CH2:41][CH:35]([CH2:36]3)[CH2:34]1)[CH2:40]2

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 69637241(2s)-2-(1-Adamantylmethoxycarbonylamino)-3-((5-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)-ethyl)-thiophene-2-carbonyl)-amino)-propionic acid tert-butyl ester

Produkt 1

HCID 10415384(S)-2-(Adamantan-1-ylmethoxycarbonylamino)-3-{[5-(3-guanidino-3-oxo-propyl)-thiophene-2-carbonyl]-amino}-propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

117 mg (0.19 mmol) of the product obtained in step c) were dissolved in 5 ml of dichloromethane and stirred for 3 hours with 1 ml of trifluoroacetic acid under an inert gas atmosphere at room temperature. The solvents were removed in vacuo, and the residue was dissolved in acetic acid and again evaporated to dryness. This procedure was repeated once. The resinous residue was triturated with diethyl ether. After filtration 90 mg of a colourless amorphous powder were obtained.

Aufarbeitung

  1. customThe solvents were removed in vacuo
  2. dissolutionthe residue was dissolved in acetic acid
  3. customagain evaporated to dryness
  4. customThe resinous residue was triturated with diethyl ether
  5. filtrationAfter filtration 90 mg of a colourless amorphous powder
  6. customwere obtained

Quellen und Nachweise

ORD-Eintrag
ord-b556143f01c244fbad846c6cfa134994
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06566366B1

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