N-((1,1-dimethylethoxy)carbonyl)-beta-alanine → HCID 66818845, compound
Reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:14]([O:18][C:19](=[O:54])[NH:20][CH:21]1[CH2:26][CH2:25][CH:24]([NH:27][C:28](=[O:53])[C:29]2[CH:34]=[C:33]([O:35][C:36]3[CH:41]=[CH:40][C:39]([C:42]#[N:43])=[CH:38][CH:37]=3)[CH:32]=[C:31]([O:44][CH2:45][C:46]3[CH:51]=[CH:50][CH:49]=[C:48]([NH2:52])[CH:47]=3)[CH:30]=2)[CH2:23][CH2:22]1)([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19](=[O:54])[NH:20][CH:21]1[CH2:26][CH2:25][CH:24]([NH:27][C:28](=[O:53])[C:29]2[CH:34]=[C:33]([O:35][C:36]3[CH:41]=[CH:40][C:39]([C:42]#[N:43])=[CH:38][CH:37]=3)[CH:32]=[C:31]([O:44][CH2:45][C:46]3[CH:51]=[CH:50][CH:49]=[C:48]([NH:52][C:11](=[O:13])[CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH:47]=3)[CH:30]=2)[CH2:23][CH2:22]1)([CH3:17])([CH3:15])[CH3:16]Participants
3
Procedure
3-tert-Butoxycarbonylamino-propionic acid (0.206 g, 1.09 mmol) and {4-[3-(3-amino benzyloxy)-5-(4-cyano phenoxy)benzoylamino]cyclohexyl}carbamic acid tert-butyl ester (0.6 g, 1.09 mmol) and other reagents as described in Example 9(e) were used to afford 0.45 g of the required product. 1H NMR (DMSO-d6): δ 1.25 (4H, m), 1.4 (18H, s), 1.8 (4H, m), 2.45 (2H, m), 3.1 (3H, m), 3.7 (2H, m), 5.15 (2H, s), 6.74 (1H, d), 6.88 (1H, m), 6.98 1H, s), 7.12 (3H, d), 7.2 (1H, s), 7.3 (1H, t), 7.42 (1H, s), 7.54 (1H, d), 7.72 (1H, s), 7.86 (2H, d), 8.26 (1H, d).
Sources & evidence
- ORD record
- ord-d26bc5f9dd2b4279a6910342f081851e
- Source dataset
- uspto-grants-2014_05
- Patent number
- US08722930B2
Reaction notes
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