3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]butanamide → 3-[[1-[[2'-(acetoxyacetyl)-[1,1'-biphenyl]-4-yl]methyl]-2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]amino]-1,1-dimethyl-3-oxo-propylcarbamic acid, 1,1-dimethylethyl ester
Reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15](=[O:21])[CH2:16][O:17][C:18](=[O:20])[CH3:19])=[CH:5][CH:4]=1.[C:22]([O:26][C:27]([NH:29][C:30]([CH3:48])([CH3:47])[CH2:31][C:32]([NH:34][C@@H:35]1[CH2:41][CH2:40][C:39]2[CH:42]=[CH:43][CH:44]=[CH:45][C:38]=2[NH:37][C:36]1=[O:46])=[O:33])=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[C:18]([O:17][CH2:16][C:15]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([CH2:2][N:37]2[C:38]3[CH:45]=[CH:44][CH:43]=[CH:42][C:39]=3[CH2:40][CH2:41][C@@H:35]([NH:34][C:32](=[O:33])[CH2:31][C:30]([NH:29][C:27](=[O:28])[O:26][C:22]([CH3:24])([CH3:23])[CH3:25])([CH3:47])[CH3:48])[C:36]2=[O:46])=[CH:4][CH:5]=1)=[O:21])(=[O:20])[CH3:19]Participants
3
Reactant 2
Product 1
Procedure
Prepared from 4'-bromomethyl-2-(acetoxyacetyl)-1,1'-biphenyl and 3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide (Example 57, Step A) by the procedure described in Example 69, Step D. 1H NMR (200 MHz,CDCl3): 1.33 (s,6H), 1.39 (s,9H), 1.87 (m,1H), 2.03 (s,3H), 2.35-2.70 (m,5H), 4.36 (s,2H), 4.51 (m,1H), 4.85 (d,15 Hz,1H), 5.28 (d,15 Hz,1H), 6.66 (m,1H), 7.1-7.6 (m,12H).
Sources & evidence
- ORD record
- ord-79f865f0e45b472cb05dc3f935f41dfe
- Source dataset
- uspto-grants-1993_04
- Patent number
- US05206235
Reaction notes
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