(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide → HCID 86584576, Verbindung

HRID 1794923

Reaktionsgleichung

Reaktionsgleichung von HRID 1794923
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][NH:6][C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)=[O:8])[CH3:2].[NH2:24][CH2:25][C@@H:26]([C:28]1[CH:29]=[CH:30][C:31]([OH:39])=[C:32]([NH:34][S:35]([CH3:38])(=[O:37])=[O:36])[CH:33]=1)[OH:27]>>[OH:27][C@H:26]([C:28]1[CH:29]=[CH:30][C:31]([OH:39])=[C:32]([NH:34][S:35]([CH3:38])(=[O:37])=[O:36])[CH:33]=1)[CH2:25][NH:24][CH:19]1[CH2:20][CH2:21][N:16]([C:13]2[CH:14]=[CH:15][C:10]([NH:9][C:7]([NH:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:23])=[O:8])=[CH:11][CH:12]=2)[CH2:17][CH2:18]1

Komponenten

3

Edukt 2

HCID 12047933(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamideHCID 69654891{3-[4-(4-Oxo-piperidin-1-yl)-phenyl]-ureido}-acetic acid ethyl ester

Produkt 1

HCID 86584576HCID 86584576, Verbindung

Versuchsvorschrift

The title compound was prepared from {3-[4-(4-oxo-piperidin-1-yl)-phenyl]-ureido}-acetic acid ethyl ester (which was obtained in Example 366) and N-[5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (which was obtained in Example 10) according to the procedure of Example 278 as a white solid; 1H NMR (300 MHz, DMSO-d6) δ 1.20 (t, J=7.1 Hz, 3 H), 1.20–1.40 (m, 2 H), 1.80–1.95 (m, 2 H), 2.50–2.70 (m, 5 H), 2.92 (s, 3 H), 3.40–3.50 (m, 2 H), 3.83 (d, J=5.9 Hz, 2 H), 4.10 (q, J=7.1 Hz, 2 H), 4.47 (dd, J=8.0, 4.3 Hz, 1 H), 6.28 (t, J=5.9 Hz, 1 H), 6.75–6.85 (m, 3 H), 7.00 (dd, J=8.3, 2.0 Hz, 1 H), 7.15–7.25 (m, 3 H), 8.45 (s, 1 H); MS (ES) m/z: 550.5 (MH+); HRMS Calcd. for C25H36N5O7S (MH+): 550.2330. Found: 550.2319.

Quellen und Nachweise

ORD-Eintrag
ord-e6c4d49598e443139c0b401d0b194603
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07022716B2

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