Dichloromethane → (2S,4S)-2-amino-4-ethoxy-pentanoic acid [1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-amide hydrochloride
Reaktionsgleichung
C(OC(=O)[NH:7][C@H:8]([C:15](=[O:27])[NH:16][C:17]1[CH:21]=[CH:20][N:19]([CH2:22][C:23]([OH:26])([CH3:25])[CH3:24])[N:18]=1)[CH2:9][C@@H:10]([O:12][CH2:13][CH3:14])[CH3:11])(C)(C)C.FC(F)(F)C(O)=O.[Cl:36]CCl>>[ClH:36].[OH:26][C:23]([CH3:25])([CH3:24])[CH2:22][N:19]1[CH:20]=[CH:21][C:17]([NH:16][C:15](=[O:27])[C@@H:8]([NH2:7])[CH2:9][C@@H:10]([O:12][CH2:13][CH3:14])[CH3:11])=[N:18]1Komponenten
Versuchsvorschrift
To a solution of {(1S,3S)-3-ethoxy-1-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-ylcarbamoyl]-butyl}-carbamic acid t-butyl ester (486 mg) in dichloromethane (3 mL) was added trifluoroacetic acid (2 mL). The solution was stirred at room temperature for 30 min. Solvents were evaporated and the residue was dried in vacuo. The resulting waxy material was dissolved in a methanolic hydrogen chloride solution (5 mL). The solvents were evaporated and the residue was dried in vacuo. The white solid was triturated with dry diethyl ether and filtered to afford (2S,4S)-2-amino-4-ethoxy-pentanoic acid [1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-amide hydrochloride (477 mg). For the neutral free amine, LR-ES-MS m/z calculated for C14H26N4O3 [M]+ 298, observed [M+H]+ 299.
Aufarbeitung
- customSolvents were evaporated
- customthe residue was dried in vacuo
- dissolutionThe resulting waxy material was dissolved in a methanolic hydrogen chloride solution (5 mL)
- customThe solvents were evaporated
- customthe residue was dried in vacuo
- customThe white solid was triturated with dry diethyl ether
- filtrationfiltered
Quellen und Nachweise
- ORD-Eintrag
- ord-c14a036c8e1a4e71be552144ffe9bb35
- Quelldatensatz
- uspto-grants-2010_06
- Patentnummer
- US07741327B2
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