4-(((Tert-butoxy)carbonyl)amino)butanoic acid → 4-t-Butoxycarbonylamino-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]-butanamide

HRID 1591430Notes

Reaction equation

HRID 1591430 reaction equation
[NH2:1][CH:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=2[NH:4][C:3]1=[O:13].[C:14]([O:18][C:19]([NH:21][CH2:22][CH2:23][CH2:24][C:25](O)=[O:26])=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19]([NH:21][CH2:22][CH2:23][CH2:24][C:25]([NH:1][CH:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=2[NH:4][C:3]1=[O:13])=[O:26])=[O:20])([CH3:17])([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 2948944-(((Tert-butoxy)carbonyl)amino)butanoic acidHCID 44344333-Amino-2,3,4,5-tetrahydro-1H-benzazepin-2-one

Product 1

HCID 190255104-t-Butoxycarbonylamino-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]-butanamide

Procedure

Prepared from 3-amino-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one (Example 1, Step A) and 4-(t-butoxycarbonylamino)butyric acid by the procedure described in Example 25, Step A. 1H NMR (200 MHz, CDCl3): 1.42 (s,9H), 1.7-2.1 (m,3H), 2.24 (t,5 Hz,2H), 2.58-3.29 (m,5H), 4.57 (m,1H), 4.86 (br s,1H), 7.0-7.3 (m,4H), 8.32 (s,1H). FAB-MS: calculated for C19H27N3O4 361; found 362 (M+H,60%).

Sources & evidence

ORD record
ord-aad7d9bbd1024e229fa8263360f06ee3
Source dataset
uspto-grants-1993_04
Patent number
US05206235

Reaction notes

Loading…