Maleimide → 6-(3-{[Tert-butyl(dimethyl)silyl]oxy}propyl)-9-methoxy-4-(2-methoxyphenyl)-4,5,6,10c-tetrahydropyrrolo[3,4-c]carbazole-1,3(2h, 3ah)-dione

HRID 11046

Reaktionsgleichung

Reaktionsgleichung von HRID 11046
[Si:1]([O:8][CH2:9][CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[CH:16][C:17]([O:21][CH3:22])=[CH:18][CH:19]=2)[CH:14]=[C:13]1[CH:23]=[CH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[O:31][CH3:32])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[C:33]1(=[O:39])[NH:37][C:36](=[O:38])[CH:35]=[CH:34]1>>[Si:1]([O:8][CH2:9][CH2:10][CH2:11][N:12]1[C:13]2[CH2:23][CH:24]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[O:31][CH3:32])[CH:35]3[C:36](=[O:38])[NH:37][C:33](=[O:39])[CH:34]3[C:14]=2[C:15]2[CH:16]=[C:17]([O:21][CH3:22])[CH:18]=[CH:19][C:20]1=2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:2])[CH3:3]

Komponenten

3

Edukt 2

HCID 10935MaleimideHCID 908594551-(3-{[Tert-butyl(dimethyl)silyl]oxy}propyl)-5-methoxy-2-[2-(2-methoxyphenyl)ethenyl]-1h-indole

Produkt 1

HCID 867601946-(3-{[Tert-butyl(dimethyl)silyl]oxy}propyl)-9-methoxy-4-(2-methoxyphenyl)-4,5,6,10c-tetrahydropyrrolo[3,4-c]carbazole-1,3(2h, 3ah)-dioneAusbeute 89 %

Versuchsvorschrift

The reaction of 1-(3-{[tert-Butyl(dimethyl)silyl]oxy}propyl)-5-methoxy-2-[2-(2-methoxyphenyl)ethenyl]-1H-indole (III; Ar=2-methoxyphenyl, R10═CH2CH2CH2OSiMe2t-Bu) (98) prepared as described in example 51 with maleimide using the procedure described in example 68 gave 6-(3-{[tert-Butyl(dimethyl)silyl]oxy}propyl)-9-methoxy-4-(2-methoxyphenyl)-4,5,6,10c-tetrahydropyrrolo[3,4-c]carbazole-1,3(2H, 3aH)-dione (IV; Ar=2-methoxyphenyl; R10═CH2CH2CH2OSiMe2t-Bu) (99) in a 89% yield as a tan powder, which was used without further purification.

Quellen und Nachweise

ORD-Eintrag
ord-26238d58532742e1a9fd9a0ceaebf033
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094798B1

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