3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]butanamide → HCID 22854853, compound

HRID 1647928Notes

Reaction equation

HRID 1647928 reaction equation
C([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])(C)(C)C.Br[CH2:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=2[S:42]([NH:45][CH2:46][CH3:47])(=[O:44])=[O:43])=[CH:32][CH:31]=1>>[CH2:19]([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[N:16]([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[S:42]([NH:45][CH2:46][CH3:47])(=[O:44])=[O:43])=[CH:32][CH:31]=2)[C:15]1=[O:25])=[O:12])=[O:7])[C:18]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:17]=1

Participants

3

Reactant 2

HCID 104746043-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]butanamideHCID 19922356HCID 19922356, compound

Product 1

HCID 22854853HCID 22854853, compound

Procedure

Prepared from 3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]butanamide (prepared by the method of Fisher, et al; U.S. Pat. No. 5,206,235) and 4-bromomethyl-2'-(ethylaminosulfonyl)-1,1'-biphenyl by the procedure described in Example 1, Step E. 1H NMR (400 MHz, CDCl3): δ 0.77 (t, 7Hz, 3H), 1.33 (s, 6H), 1.40 (s, 9H), 1.47 (s, 3H), 1.87 (m, 1H), 2.35-2.6 (m, 7H), 3.12 (t, 7Hz, 1H), 4.52 (m, 1H), 4.83 (d, 15 Hz, 1H), 5.17 (br s, 1H), 5.38 (d, 15 Hz, 1H), 6.66 (d, 7Hz, 1H), 7.1-7.3 (m, 7H), 7.35 (d, 8 Hz, 2H), 7.46 (m, 1H), 7.55 (m, 1H), 8.10 (d, 8 Hz, 1H). FAB-MS: calculated for C35H44N4O6S 648; found 649 (M+H, 42%).

Workup

  1. customprepared by the method of Fisher, et al

Sources & evidence

ORD record
ord-7dfd1565950c472b971c8f10d4ca1ce4
Source dataset
uspto-grants-1995_07
Patent number
US05434261

Reaction notes

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