Trifluoroacetic acid → IDN-1965

HRID 634924Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 634924
[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+=4 20; 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-86206773ca00488da63672f1d3319996
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06184244B2

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