Hydrochloric Acid → HCID 68420297, Verbindung

HRID 20243Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 20243
Cl.[NH2:2][C:3](=[O:30])[CH2:4][CH2:5][N:6]([C:23](OC(C)(C)C)=[O:24])[CH:7]1[CH2:12][CH2:11][N:10]([C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])[CH2:9][CH2:8]1>C(OCC)(=O)C>[O:24]=[C:23]1[NH:2][C:3](=[O:30])[CH2:4][CH2:5][N:6]1[CH:7]1[CH2:12][CH2:11][N:10]([C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])[CH2:9][CH2:8]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 68425948Benzyl 4-[(3-amino-3-oxopropyl)(tert-butoxycarbonyl)amino]piperidin-1-carboxylate

Produkt 1

HCID 68420297HCID 68420297, VerbindungAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

4N Hydrogen chloride in ethyl acetate (4 mL) was added to a solution of benzyl 4-[(3-amino-3-oxopropyl)(tert-butoxycarbonyl)amino]piperidin-1-carboxylate (3.38 g) obtained in Example 45c) in ethyl acetate (16 mL), and the mixture was stirred at room temperature for 15 hours. The white solid (2.73 g) formed was collected by filtration. A solution of the resulting white solid (1.0 g), CDI (0.47 g) and DBU (0.89 g) in dichloroethane (30 mL) was refluxed for 15 hours. The reaction mixture was washed with an aqueous 5% citric acid solution and saturated saline solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to obtain the title compound (0.21 g, 21%) as a white powder.

Quellen und Nachweise

ORD-Eintrag
ord-9dd578aff7094bc785b5fdc099f805a3
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745623B2

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