4-Tert-butylbenzene-1,2-diamine → HCID 178454207, compound
Reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][C@@H:12]([C:21](O)=O)[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:24]([C:28]1[CH:33]=[CH:32][C:31]([NH2:34])=[C:30]([NH2:35])[CH:29]=1)([CH3:27])([CH3:26])[CH3:25]>>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][C@H:12]([NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[C:21]1[NH:34][C:31]2[CH:32]=[CH:33][C:28]([C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:29][C:30]=2[N:35]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
3
Procedure
The title compound was prepared according to Method 4 Steps 1 and 2 using 5-(benzyloxy)-N-(tert-butoxycarbonyl)-L-norvaline and 4-tert-butyl-1,2-diaminobenzene. The crude product was purified by silica gel column chromatography eluting with 30-40% EtOAc in petroleum ether (430 mg, 52%).
Workup
- customThe crude product was purified by silica gel column chromatography
- washeluting with 30-40% EtOAc in petroleum ether (430 mg, 52%)
Sources & evidence
- ORD record
- ord-b24118d173c2439fa7a485ce5edc273d
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08927587B2
Reaction notes
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