Potassium Carbonate → 1-{4-[2-(1-Methyl-1-phenyl-ethyl)-2H-tetrazol-5-yl]-phenyl}-4(S)-hydroxy-2-(tert-butoxycarbonyl)amino-5(S)-amino-6-phenyl-2-azahexane

HRID 1873272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1873272
C([O-])([O-])=O.[K+].[K+].[CH3:7][C:8]([N:16]1[N:20]=[N:19][C:18]([C:21]2[CH:26]=[CH:25][C:24]([CH2:27][N:28]([NH:47][C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[CH2:29][C@H:30]([OH:46])[C@@H:31]([NH:39]C(=O)C(F)(F)F)[CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:23][CH:22]=2)=[N:17]1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:9]>CO>[CH3:9][C:8]([N:16]1[N:20]=[N:19][C:18]([C:21]2[CH:26]=[CH:25][C:24]([CH2:27][N:28]([NH:47][C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[CH2:29][C@H:30]([OH:46])[C@@H:31]([NH2:39])[CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:23][CH:22]=2)=[N:17]1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:7]

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 229404541-{4-[2-(1-methyl-1-phenyl-ethyl)-2H-tetrazol-5-yl]-phenyl}-4(S)-hydroxy-2-(tert-butoxycarbonyl)amino-5(S)-(trifluoroacetyl)amino-6-phenyl-2-azahexane

Produkt 1

HCID 229404511-{4-[2-(1-Methyl-1-phenyl-ethyl)-2H-tetrazol-5-yl]-phenyl}-4(S)-hydroxy-2-(tert-butoxycarbonyl)amino-5(S)-amino-6-phenyl-2-azahexane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

28 ml of a 1N K2CO3 solution are added dropwise, at 70° C., to 1.9 g (2.8 mmol) of 1-{4-[2-(1-methyl-1-phenyl-ethyl)-2H-tetrazol-5-yl]-phenyl}-4(S)-hydroxy-2-(tert-butoxycarbonyl)amino-5(S)-(trifluoroacetyl)amino-6-phenyl-2-azahexane in 29 ml of methanol and the mixture is stirred for 15 hours. After cooling and concentration by evaporation, methylene chloride and water and added; the aqueous phase is separated off and extracted with methylene chloride. The organic phases are washed with water, dried (Na2SO4) and concentrated by evaporation to yield the title compound: HPLC20-100 : tRet =15.1; FAB MS (M+H)+ =469.

Aufarbeitung

  1. temperatureAfter cooling
  2. concentrationconcentration
  3. customby evaporation, methylene chloride and water
  4. additionadded
  5. customthe aqueous phase is separated off
  6. extractionextracted with methylene chloride
  7. washThe organic phases are washed with water
  8. dry with materialdried (Na2SO4)
  9. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-a9168172cf924a5e8f1d3882d320a3ec
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06110946

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