Glutamic acid diethyl ester hydrochloride → (2S)-2-[4-(4-Oxo-piperidin-1-yl)-benzoylamino]-pentanedioic acid diethyl ester

HRID 1061297

Reaktionsgleichung

Reaktionsgleichung von HRID 1061297
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.Cl.[CH2:18]([O:20][C:21](=[O:31])[C@H:22]([CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[NH2:23])[CH3:19]>>[CH2:18]([O:20][C:21](=[O:31])[C@@H:22]([NH:23][C:12](=[O:14])[C:11]1[CH:10]=[CH:9][C:8]([N:5]2[CH2:4][CH2:3][C:2](=[O:1])[CH2:7][CH2:6]2)=[CH:16][CH:15]=1)[CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH3:19]

Komponenten

3

Edukt 2

HCID 73960Glutamic acid diethyl ester hydrochlorideHCID 220640224-(4-Oxopiperidin-1-yl)benzoic acid

Produkt 1

HCID 69654880(2S)-2-[4-(4-Oxo-piperidin-1-yl)-benzoylamino]-pentanedioic acid diethyl ester

Versuchsvorschrift

The title compound was prepared from 4-(4-oxo-piperidine-1-yl)-benzoic acid (which was obtained in Example 151) and L-glutamic acid diethyl ester hydrochloride according to the procedure of Example 154 as a yellowish gum; 1H NMR (300 MHz, CDCl3) δ 1.22 (t, J=7.1 Hz, 3H), 1.31 (t, J=7.1 Hz, 3H), 2.10-2.50 (m, 4H), 2.57 (t, J=6.1 Hz, 4H), 3.73 (t, J=6.1 Hz, 4H), 4.10-4.30 (m, 4H), 4.70-4.85 (m, 1H), 6.90 (d, J=7.5 Hz, 1H), 7.08 (d, J=8.9 Hz, 2H), 7.78 (d, J=8.9 Hz, 2H); MS (ES) m/z: 405.3 (MH+).

Quellen und Nachweise

ORD-Eintrag
ord-f298dda0734e45b9ad2c63a842f5c703
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06525202B2

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