Homoserine lactone hydrobromide → 5-(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenoxy)-N-(2-oxotetrahydrofuran-3-yl)pentanamide

HRID 1370950Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1370950
[CH2:1]([N:8]([CH2:21][C:22]1[CH:42]=[CH:41][C:25]([O:26][C:27]2[CH:40]=[CH:39][C:30]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36](O)=[O:37])=[CH:29][CH:28]=2)=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br.[NH2:44][CH:45]1[CH2:50][CH2:49][O:48][C:46]1=[O:47]>>[CH2:1]([N:8]([CH2:21][C:22]1[CH:23]=[CH:24][C:25]([O:26][C:27]2[CH:28]=[CH:29][C:30]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36]([NH:44][CH:45]3[CH2:50][CH2:49][O:48][C:46]3=[O:47])=[O:37])=[CH:39][CH:40]=2)=[CH:41][CH:42]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])[C:10]=1[CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

3

Edukt 2

HCID 73508Homoserine lactone hydrobromideHCID 185122255-(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenoxy)pentanoic Acid

Produkt 1

HCID 102833015-(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenoxy)-N-(2-oxotetrahydrofuran-3-yl)pentanamide

Versuchsvorschrift

The product from Example 234B and alpha-amino-gamma-butyrolactone hydrobromide were processed as described in Example 251A to provide the titled compound. 1H NMR (500 MHz, DMSO-d6) δ8.94 (s, 1 H), 8.33 (d, 1 H), 7.23 (m, 7 H), 7.03 (t, 1 H), 6.94 (m, 6 H), 6.82 (d, 2 H), 4.53 (dd, 1 H), 4.34 (t, 1 H), 4.20 (m, 1 H), 4.04 (s, 2 H), 4.00 (s, 2 H), 3.94 (t, 2 H), 3.44 (m, 1 H), 2.91 (s, 3 H), 2.39 (s, 3 H), 2.16 (m, 3 H), 1.55-1.78 (m, 4 H); MS (ESI+) m/z 672 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-15befaa81be14c9eaa307b1f94881efd
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06583180B2

Notizen zur Reaktion

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