1-((Tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid → 1-t-Butoxycarbonylamino-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]-cyclohexanecarboxamide
Reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([C:15]([OH:17])=O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:18][CH:19]1[CH2:25][CH2:24][C:23]2[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=2[NH:21][C:20]1=[O:30]>>[C:1]([O:5][C:6]([NH:8][C:9]1([C:15]([NH:18][CH:19]2[CH2:25][CH2:24][C:23]3[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=3[NH:21][C:20]2=[O:30])=[O:17])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]Participants
3
Procedure
Prepared from 1-(t-butoxycarbonylamino)cyclohexanecarboxylic acid and 3-amino-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one (Example 1, Step A) by the procedure described in Example 25, Step A. 1H NMR (200 MHz, CDCl3): 1.1-2.2 (m,19H), 2.00 (m,2H), 2.50 (m,2H), 4.55 (m,1H), 6.9-7.2 (m,4H). FAB-MS: calculated for C22H31N3O4 401; found 402 (M+H,40%).
Sources & evidence
- ORD record
- ord-fe53e65640ce4f9780c86459b9982f21
- Source dataset
- uspto-grants-1993_04
- Patent number
- US05206235
Reaction notes
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