Water → rac-tert-butyl N-((1R,2S)-2-aminocyclopentyl)carbamate
Reaktionsgleichung
[C@@H:1]1([NH2:7])[CH2:5][CH2:4][CH2:3][C@@H:2]1[NH2:6].[C:8]([O:12][C:13](ON=C(C1C=CC=CC=1)C#N)=[O:14])([CH3:11])([CH3:10])[CH3:9].O>ClCCl.C(N(CC)CC)C>[C:8]([O:12][C:13]([NH:6][C@@H:2]1[CH2:3][CH2:4][CH2:5][C@@H:1]1[NH2:7])=[O:14])([CH3:11])([CH3:10])[CH3:9]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
cis-1,2-Cyclopentanediamine (WO98/30574) (692 mg) was dissolved in dichloromethane (10 ml), to which triethylamine (1.1 ml) and 2-(tert-butoxycarbonyloxy-imino)-2-phenylacetonitrile (493 mg) were added, and the mixture was stirred at 0° C. for 1 hour. Thereafter, 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile (493 mg) were additionally added, and the mixture was stirred at room temperature for 7 hours. Water was added to the reaction mixture to separate an organic layer. The organic layer was washed with saturated saline and dried over anhydrous sodium sulfate. The residue was purified by flash column chromatography on silica gel (dichloromethane:methanol=9:1) to obtain the title compound (395 mg) as a pale yellow oil.
Aufarbeitung
- additionwere added
- stirringthe mixture was stirred at room temperature for 7 hours
- customto separate an organic layer
- washThe organic layer was washed with saturated saline
- dry with materialdried over anhydrous sodium sulfate
- customThe residue was purified by flash column chromatography on silica gel (dichloromethane:methanol=9:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-f1b68db288d346b3aaf75f72f2383ae3
- Quelldatensatz
- uspto-grants-2011_05
- Patentnummer
- US07935824B2
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