N-((1,1-dimethylethoxy)carbonyl)-beta-alanine → HCID 66818738, compound

HRID 1024718Notes

Reaction equation

HRID 1024718 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]([C:16]1[CH:45]=[CH:44][C:19]([O:20][C:21]2[CH:22]=[C:23]([CH:32]=[C:33]([O:35][C:36]3[CH:41]=[CH:40][C:39]([C:42]#[N:43])=[CH:38][CH:37]=3)[CH:34]=2)[C:24]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[O:25])=[CH:18][CH:17]=1)#[N:15]>>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][C:11]([N:29]1[CH2:30][CH2:31][N:26]([C:24](=[O:25])[C:23]2[CH:22]=[C:21]([O:20][C:19]3[CH:18]=[CH:17][C:16]([C:14]#[N:15])=[CH:45][CH:44]=3)[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]=2)[CH2:27][CH2:28]1)=[O:13])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 76809N-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 66818563HCID 66818563, compound

Product 1

HCID 66818738HCID 66818738, compoundYield 77%

Procedure

3-tert-Butoxycarbonylamino-propionic acid (0.206 g, 1.09 mmol) and 4-[3,5-bis-(4-cyano-phenoxy)-benzoyl]-piperazine (0.5 g, 1.09 mmol) and other reagents as described in Example 9(e) were used to afford 0.5 g of the required product. 1H NMR (DMSO-d6): δ 1.38 (9H, s), 2.45 (2H, m), 3.14 (2H, m), 3.52 (8H, m), 6.71 (1H, brs), 7.01 (2H, s), 7.08 (1H, t), 7.28 (4H, d), 7.89 (4H, d).

Sources & evidence

ORD record
ord-11ec1b90c4d440df953cb50305b1d7aa
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

Loading…