HCID 178444654, Verbindung → 2(S)-(L-histidyl)amino-1-cyclohexyl-3(S)-hydroxy-6-methylheptane

HRID 1088615Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1088615
C(OC([NH:8][C@H:9]([C:16]([NH:18][C@H:19]([C@@H:27]([OH:33])[CH2:28][CH2:29][CH:30]([CH3:32])[CH3:31])[CH2:20][CH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)=[O:17])[CH2:10][C:11]1[N:15]=[CH:14][NH:13][CH:12]=1)=O)(C)(C)C>FC(F)(F)C(O)=O.C(OCC)(=O)C>[NH2:8][C@H:9]([C:16]([NH:18][C@H:19]([C@@H:27]([OH:33])[CH2:28][CH2:29][CH:30]([CH3:31])[CH3:32])[CH2:20][CH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)=[O:17])[CH2:10][C:11]1[N:15]=[CH:14][NH:13][CH:12]=1

Komponenten

4

Edukt 1

HCID 178444654HCID 178444654, Verbindung

Produkt 1

HCID 1784446552(S)-(L-histidyl)amino-1-cyclohexyl-3(S)-hydroxy-6-methylheptaneAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6422Trifluoroacetic acidLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 2(S)-(N-t-butoxycarbonyl-L-histidyl)amino-1-cyclohexyl-3(S)-hydroxy-6-methylheptane (383 mg) in trifluoroacetic acid (10 ml) was stirred at 0° C. for 30 minutes. After concentration of the mixture in vacuo, the residue was dissolved in ethyl acetate (20 ml). The solution was washed with saturated sodium bicarbonate solution, dried over magnesium sulfate, and concentrated in vacuo to give 2(S)-(L-histidyl)amino-1-cyclohexyl-3(S)-hydroxy-6-methylheptane (275 mg) as an amorphous powder.

Aufarbeitung

  1. washThe solution was washed with saturated sodium bicarbonate solution
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-55b15c66d30448a2babdab2fadec346b
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04963530

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