3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]butanamide → 3-[[1-[[3-Bromo-2'-cyano-[1,1'-biphenyl]-4-yl]methyl]-2,3,4,5-tetrahydro-2-oxo-1H-benza zepin-3(R)yl]amino]-1,1-dimethyl-3-oxo-propylcarbamic acid, 1,1-dimethylethyl ester

HRID 1033445

Reaktionsgleichung

Reaktionsgleichung von HRID 1033445
[C:1]([O:5][C:6]([NH:8][C:9]([CH3:27])([CH3:26])[CH2:10][C:11]([NH:13][C@@H:14]1[CH2:20][CH2:19][C:18]2[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=2[NH:16][C:15]1=[O:25])=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br:28][C:29]1[CH:30]=[C:31]([C:37]2[C:38]([C:43]#[N:44])=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH:32]=[CH:33][C:34]=1[CH2:35]Br>>[Br:28][C:29]1[CH:30]=[C:31]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[C:43]#[N:44])[CH:32]=[CH:33][C:34]=1[CH2:35][N:16]1[C:17]2[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=2[CH2:19][CH2:20][C@@H:14]([NH:13][C:11](=[O:12])[CH2:10][C:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])([CH3:27])[CH3:26])[C:15]1=[O:25]

Komponenten

3

Edukt 2

HCID 104746043-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]butanamideHCID 218403713'-Bromo-4'-(bromomethyl)biphenyl-2-carbonitrile

Produkt 1

HCID 571144083-[[1-[[3-Bromo-2'-cyano-[1,1'-biphenyl]-4-yl]methyl]-2,3,4,5-tetrahydro-2-oxo-1H-benza zepin-3(R)yl]amino]-1,1-dimethyl-3-oxo-propylcarbamic acid, 1,1-dimethylethyl ester

Versuchsvorschrift

Prepared from 3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R) -yl]-butanamide (Example 57, Step A) and 3'-bromo-4'-bromomethyl-1,1'-biphenyl-2-nitrile by the procedure described in Example 69, Step D. 1H NMR (200 MHz, CDCl3): 1.33 (s,3H), 1.34 (s,3H), 1.40 (s,9H), 1.91 (m,1H), 2.43 (d,14Hz,1H), 2.55 (d,14Hz,1H), 2.55-2.90 (m,3H), 4.62 (m,1H), 4.95 (d,16Hz,1H), 5.28 (s,1H), 5.34 (d,16Hz,1H), 6.63 (d,7Hz,1H), 7.10-7.25 (m,4H), 7.45 (m,4H), 7.64 (m,1H), 7.75 (m,2H). FAB-MS (Li spike): calculated for C34H37BrN4O4 644, 646; found 651 (13%); 653 (15%).

Quellen und Nachweise

ORD-Eintrag
ord-a38cde426fea4d4f91302002be5f7072
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05310737

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