Trifluoroacetic acid → (s)-n-{(s)-1-Cyclohexyl-2-oxo-2-[(s)-2-(3-phenoxy-phenyl)-pyrrolidin-1-yl]-ethyl}-2-methylamino-propionamide

HRID 222507Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 222507
C(O[C:6](=O)[N:7]([C@H:9]([C:11](=[O:40])[NH:12][C@@H:13]([CH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[C:14](=[O:33])[N:15]1[CH2:19][CH2:18][CH2:17][C@H:16]1[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:21]=1)[CH3:10])C)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:34]1([C@H:13]([NH:12][C:11](=[O:40])[C@@H:9]([NH:7][CH3:6])[CH3:10])[C:14](=[O:33])[N:15]2[CH2:19][CH2:18][CH2:17][C@H:16]2[C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:21]=2)[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 67003947((S)-1-{(S)-1-Cyclohexyl-2-oxo-2-[(S)-2-(3-phenoxy-phenyl)-pyrrolidin-1-yl]-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

Produkt 1

HCID 54669904(s)-n-{(s)-1-Cyclohexyl-2-oxo-2-[(s)-2-(3-phenoxy-phenyl)-pyrrolidin-1-yl]-ethyl}-2-methylamino-propionamideAusbeute 101 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of ((S) 1-{(S)-1-cyclohexyl-2-oxo-2-[(S)-2-(3-phenoxy-phenyl)-pyrrolodin-1-yl]-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (450 mgs, 0.79 mmol) in CH2Cl2 (20 mL) is added TFA (10 mL) and stirred for 30 minutes. The mixture is concentrated under reduced pressures and purified by reverse phase column chromatography to give the product as a TFA salt (370 mgs, 82%). LCMS m/z 464.1 (M+1).

Aufarbeitung

  1. concentrationThe mixture is concentrated under reduced pressures
  2. custompurified by reverse phase column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7597882d5338495e94060dcb1eca96e1
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207183B2

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