N-((1,1-dimethylethoxy)carbonyl)-beta-alanine → HCID 67605973, compound

HRID 1024801Notes

Reaction equation

HRID 1024801 reaction equation
[C:1]([C:3]1[CH:33]=[CH:32][C:6]([O:7][C:8]2[CH:9]=[C:10]([NH:23][C:24]([CH:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)=[O:25])[CH:11]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=3)[CH:13]=2)=[CH:5][CH:4]=1)#[N:2].[C:34]([O:38][C:39]([NH:41][CH2:42][CH2:43][C:44](O)=[O:45])=[O:40])([CH3:37])([CH3:36])[CH3:35]>>[C:34]([O:38][C:39](=[O:40])[NH:41][CH2:42][CH2:43][C:44]([N:29]1[CH2:28][CH2:27][CH:26]([C:24](=[O:25])[NH:23][C:10]2[CH:11]=[C:12]([O:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]#[N:22])=[CH:19][CH:20]=3)[CH:13]=[C:8]([O:7][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:33][CH:32]=3)[CH:9]=2)[CH2:31][CH2:30]1)=[O:45])([CH3:37])([CH3:35])[CH3:36]

Participants

3

Reactant 2

HCID 76809N-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 66818471HCID 66818471, compound

Product 1

HCID 67605973HCID 67605973, compoundYield 68.3%

Procedure

Following the procedure of Example 9(e) 4-[3,5-bis-(4-cyano-phenoxy)-phenyl-carbamoyl]-piperidine 1.0 g (2.28 mmol) and 3-tert-butoxycarbonylamino-propionic acid (0.431 g, 2.28 mmol) were used to afford 0.95 g of the required product. 114 NMR (DMSO-d6): δ 1.4 (9H, s), 1.42 (4H, m), 2.31 (3H, m), 1.8 (2H, t), 2.81 (2H, m), 3.15 (1H, m), 3.7 (1H, m), 6.76 (1H, s), 7.26 (6H, m), 7.86 (4H, d), 10.01 (1H, s).

Sources & evidence

ORD record
ord-aca75ca3149247e19f642670a23c0eba
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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