Dichloromethane → Trifluoroacetic acid

HRID 1920567Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1920567
F[P-](F)(F)(F)(F)F.C(OC([N:15]1[CH2:18][CH:17]([C:19]([NH:21][CH2:22][CH2:23][N+:24]23[CH2:31][CH2:30][CH:27]([CH2:28][CH2:29]2)[C@@H:26]([O:32][C:33](=[O:48])[C:34]([OH:47])([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:25]3)=[O:20])[CH2:16]1)=O)(C)(C)C.[C:49]([OH:55])([C:51]([F:54])([F:53])[F:52])=[O:50].C(Cl)Cl>C(O)(C(F)(F)F)=O.C(Cl)Cl>[F:52][C:51]([F:54])([F:53])[C:49]([OH:55])=[O:50].[F:52][C:51]([F:54])([F:53])[C:49]([O-:55])=[O:50].[NH:15]1[CH2:18][CH:17]([C:19]([NH:21][CH2:22][CH2:23][N+:24]23[CH2:31][CH2:30][CH:27]([CH2:28][CH2:29]2)[C@@H:26]([O:32][C:33](=[O:48])[C:34]([OH:47])([C:41]2[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=2)[C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH2:25]3)=[O:20])[CH2:16]1

Komponenten

6

Edukt 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 86639173HCID 86639173, Verbindung

Produkt 2

HCID 6422Trifluoroacetic acidHCID 67495520HCID 67495520, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21863450Trifluoroacetic acid methylene chlorideLösungsmittel

Versuchsvorschrift

(R)-1-(2-[(1-tert-butoxycarbonyl-azetidine-3-carbonyl)-amino]ethyl]-3-(2-hydroxy-2,2-diphenyl-acetoxy)1-azonia-bicyclo[2.2.2]octane hexafluorophosphate is dissolved in TFA:DCM (1:1) (2 ml) and stirred at room temperature for 1 hour. TFA:DCM (2 ml) is added to the reaction mixture to complete the reaction. The solvent is removed in vacuo and purification of the crude residue by mass directed preparative HPLC eluting with water:acetonitrile:trifluoroacetic acid yields the titled compound.

Aufarbeitung

  1. customthe reaction
  2. customThe solvent is removed in vacuo and purification of the crude residue by mass
  3. washeluting with water

Quellen und Nachweise

ORD-Eintrag
ord-fa1bc6ae09124f3780cfef0c34443ee0
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08168654B2

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