Trifluoroacetic acid → IDN-1965

HRID 1417443Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1417443
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH3:11])=[C:3]1[C:12]([NH:14][C@H:15]([C:19]([NH:21][CH:22]([C:31](=[O:34])[CH2:32][F:33])[CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])=[O:20])[CH:16]([CH3:18])[CH3:17])=[O:13].FC(F)(F)C(O)=O>C1(OC)C=CC=CC=1.C(Cl)Cl>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH3:11])=[C:3]1[C:12]([NH:14][C@H:15]([C:19]([NH:21][CH:22]([C:31](=[O:34])[CH2:32][F:33])[CH2:23][C:24]([OH:26])=[O:25])=[O:20])[CH:16]([CH3:17])[CH3:18])=[O:13]

Komponenten

5

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86584477HCID 86584477, Verbindung

Produkt 1

HCID 9802179IDN-1965Ausbeute 48,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 7519AnisoleLösungsmittel

Versuchsvorschrift

A solution of N-[(1,3-dimethylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl ester (40 mg) in anisole (0.2 mL) and methylene chloride (2 mL) was treated with trifluoroacetic acid (1 mL), and the resultant reaction mixture was stirred for 30 minutes under a nitrogen atmosphere at room temperature. The reaction mixture was concentrated and chased with methylene chloride to give a solid. The solid was triturated with ether to yield the title product as a brown powder (17 mg). TLC(methylene chloride/methanol/acetic acid, 20:1:1): Rf =0.40. MS for C21H26FN3O5 : MH+ =420; MH- =418.

Aufarbeitung

  1. customthe resultant reaction mixture
  2. concentrationThe reaction mixture was concentrated
  3. customto give a solid
  4. customThe solid was triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-1beee299cf0040979301e6dbdbbe6c31
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05877197

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