(E)-(2-(2-(2-(4-(1-(3-(6-Bromopyridin-2-yl)acrylamido)butyl)phenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid, 1,3-bis-tert-butyl ester → N-(2-(2-(2-(4-(1-((E)-3-(6-Bromopyridin-2-yl)acrylamido)butyl)phenoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide

HRID 2406601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2406601
[Br:1][C:2]1[N:7]=[C:6](/[CH:8]=[C:9](\C#N)/[C:10]([NH:12][CH:13]([C:17]2[CH:47]=[CH:46][C:20]([O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][NH:30][C:31](=[O:45])[CH2:32][CH2:33][CH2:34][CH2:35][C@H:36]3[C@@H:43]4[C@@H:39]([NH:40][C:41](=[O:44])[NH:42]4)[CH2:38][S:37]3)=[CH:19][CH:18]=2)[CH2:14][CH2:15][CH3:16])=[O:11])[CH:5]=[CH:4][CH:3]=1.BrC1N=C(/C=C/C(NC(C2C=CC(OCCOCCOCCN(C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)=CC=2)CCC)=O)C=CC=1>>[Br:1][C:2]1[N:7]=[C:6](/[CH:8]=[CH:9]/[C:10]([NH:12][CH:13]([C:17]2[CH:18]=[CH:19][C:20]([O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][NH:30][C:31](=[O:45])[CH2:32][CH2:33][CH2:34][CH2:35][C@H:36]3[C@@H:43]4[C@@H:39]([NH:40][C:41](=[O:44])[NH:42]4)[CH2:38][S:37]3)=[CH:46][CH:47]=2)[CH2:14][CH2:15][CH3:16])=[O:11])[CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 86762605(E)-(2-(2-(2-(4-(1-(3-(6-Bromopyridin-2-yl)acrylamido)butyl)phenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid, 1,3-bis-tert-butyl esterHCID 87168264N-(2-(2-(2-(4-(1-((E)-3-(6-Bromopyridin-2-yl)-2-cyanoacrylamido)butyl)phenoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide

Produkt 1

HCID 87168521N-(2-(2-(2-(4-(1-((E)-3-(6-Bromopyridin-2-yl)acrylamido)butyl)phenoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide

Versuchsvorschrift

The title compound was prepared by using a similar procedure as described for the preparation of 48 except that acrylamide 50 was used instead of cyanoacrylamide 47. This produced the crude product which was purified by flash silica gel column chromatography, eluting with 7:93 methanol/dichloromethane, to give 51 (50 mg, quantitative) as a clear oil: MS (ES+) m/z 731.2 (M+H)+.

Aufarbeitung

  1. customThis produced the crude product which

Quellen und Nachweise

ORD-Eintrag
ord-9f2778eee3994103bb0b59c26655ed81
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809377B2

Notizen zur Reaktion

Wird geladen…