Trifluoroacetic acid → (R)-N5-[amino (nitroimino)-methyl]-N-[2-(4-hydroxyphenyl) ethyl]-ornithinamide trifluoroacetate

HRID 2393643Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2393643
[NH2:1][C:2](=[N:28][N+:29]([O-:31])=[O:30])[NH:3][CH2:4][CH2:5][CH2:6][C@H:7]([C:16]([NH:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1)=[O:17])[NH:8]C(OC(C)(C)C)=O.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[NH2:1][C:2](=[N:28][N+:29]([O-:31])=[O:30])[NH:3][CH2:4][CH2:5][CH2:6][C@H:7]([C:16]([NH:18][CH2:19][CH2:20][C:21]1[CH:22]=[CH:23][C:24]([OH:27])=[CH:25][CH:26]=1)=[O:17])[NH2:8].[F:32][C:33]([F:38])([F:37])[C:34]([O-:36])=[O:35]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 136381088HCID 136381088, Verbindung

Produkt 1

HCID 136381086(R)-N5-[amino (nitroimino)-methyl]-N-[2-(4-hydroxyphenyl) ethyl]-ornithinamide trifluoroacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 0.8 g (1.82 mMol) of (R)-N5 -[amino(nitroimino)methyl]-N2 -(tert.-butoxycarbonyl)-N-[2-(4-hydroxyphenyl)ethyl]-ornithinamide in 20 ml of dichloromethane, externally cooled with crushed ice/ethanol, were added 2.5 ml of trifluoroacetic acid, then the mixture was allowed to come up to ambient temperature and stirred for a further 4 hours at this temperature. The clear solution obtained was evaporated down in a water jet vacuum and combined twice with 10 ml of water and once with 10 ml of toluene and then dried once more. The amorphous (R)-N5 -[amino(nitroimino)-methyl]-N-[2-(4-hydroxyphenyl)ethyl]-ornithinamide-trifluoroacetate obtained (0.61 g, 74% of theory), Rf 0.33 (test conditions as in Example 5d) was further processed without any more purification.

Aufarbeitung

  1. customto come up to ambient temperature
  2. customThe clear solution obtained
  3. customwas evaporated down in a water jet vacuum
  4. customdried once more

Quellen und Nachweise

ORD-Eintrag
ord-ec00cf9357224717a333222a1fd526f4
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05807875

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