Trifluoroacetic acid → HCID 54560552, Verbindung

HRID 849855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 849855
C(O[C:6](=O)[N:7]([C@@H:9]([C:21](=[O:40])[N:22]([C@@H:24]([C:32]1[O:33][C:34]([C:37](=[O:39])[NH2:38])=[N:35][N:36]=1)[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH3:23])[CH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1)C)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:23][N:22]([C:21](=[O:40])[C@H:9]([NH:7][CH3:6])[CH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1)[C@@H:24]([C:32]1[O:33][C:34]([C:37]([NH2:38])=[O:39])=[N:35][N:36]=1)[CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 53973617HCID 53973617, Verbindung

Produkt 1

HCID 54560552HCID 54560552, VerbindungAusbeute 94,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

((1R)-1-(((1R)-1-(5-Carbamoyl-[1,3,4]oxadiazol-2-yl)-2-phenylethyl)methylcarbamoyl)-2-(2-naphthyl)ethyl)methylcarbamic acid tert-butylester (300 mg, 0.55 mmol) was dissolved in dichloromethane (3 ml) and cooled to 0° C. Trifluoroacetic acid (3 ml) was added dropwise. The solution was stirred for 5 min at 0° C. The solvent was removed in vacuo. The residue was dissolved in ethyl acetate (5 ml), and the solvent was removed in vacuo. The residue was dissolved in ethyl acetate (5 ml), and the solvent was removed in vacuo. The residue was dissolved in 3M hydrogen chloride in ethyl acetate (5 ml), and the solvent was removed in vacuo. The residue was dissolved in 3M hydrogen chloride in ethyl acetate (5 ml), and the solvent was removed in vacuo to give 238 mg of crude 5-((1R)-1-(methyl((2R)-2-methylamino-3-(2-naphthyl)propionyl)amino)-2-phenylethyl)-[1,3,4]oxadiazol-2-carboxylic acid amide, which was used for the further synthesis.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate (5 ml)
  3. customthe solvent was removed in vacuo
  4. dissolutionThe residue was dissolved in ethyl acetate (5 ml)
  5. customthe solvent was removed in vacuo
  6. dissolutionThe residue was dissolved in 3M hydrogen chloride in ethyl acetate (5 ml)
  7. customthe solvent was removed in vacuo
  8. dissolutionThe residue was dissolved in 3M hydrogen chloride in ethyl acetate (5 ml)
  9. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1a0e0b96d2834ff48c770373a7e6ccd3
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06013658

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