3-Amino-2,3,4,5-tetrahydro-1H-benzazepin-2-one → 2(S),6-Di-(t-butoxycarbonylamino)-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]-hexanamide

HRID 1033381Notes

Reaction equation

HRID 1033381 reaction equation
C(OC([N:8]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C@H:9]([C:15]([OH:17])=O)[CH2:10][CH2:11][CH2:12][CH2:13][NH2:14])=O)(C)(C)C.[NH2:25][CH:26]1[CH2:32][CH2:31][C:30]2[CH:33]=[CH:34][CH:35]=[CH:36][C:29]=2[NH:28][C:27]1=[O:37]>>[C:21]([O:20][C:18]([NH:8][C@@H:9]([CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:15]([NH:25][CH:26]1[CH2:32][CH2:31][C:30]2[CH:33]=[CH:34][CH:35]=[CH:36][C:29]=2[NH:28][C:27]1=[O:37])=[O:17])=[O:19])([CH3:22])([CH3:23])[CH3:24]

Participants

3

Reactant 2

HCID 44344333-Amino-2,3,4,5-tetrahydro-1H-benzazepin-2-oneHCID 22792075Di-tert-butoxycarbonyl-lysine

Product 1

HCID 186514022(S),6-Di-(t-butoxycarbonylamino)-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]-hexanamide

Procedure

Prepared from Na, Ne -di(t-butoxycarbonyl)L-lysine 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): 1.2-2.1 (m,24 H), 2.6-3.3 (m,6 H), 4.20 (m,1 H), 4.62 (m,2H), 5.26 (m,1H), 7.0-7.4 (m,4 H). FAB-MS: calculated for C26H40N4O6 504; found 505 (M+H,20%).

Sources & evidence

ORD record
ord-925bb8930aaa41968973d5e049d42b59
Source dataset
uspto-grants-1994_05
Patent number
US05310737

Reaction notes

Loading…