Tert-butyl 2-(piperidin-4-yl)acetate → N-4-cyanobenzoyl-beta-styryl-alpha,alpha-dimethyl-beta-alanyl-4-piperidineacetic acid t-butyl ester
Reaction equation
[C:1]([C:3]1[CH:26]=[CH:25][C:6]([C:7]([NH:9][CH:10]([CH:17]=[CH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:11]([CH3:16])([CH3:15])[C:12](O)=[O:13])=[O:8])=[CH:5][CH:4]=1)#[N:2].[C:27]([O:31][C:32](=[O:40])[CH2:33][CH:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1)([CH3:30])([CH3:29])[CH3:28]>>[C:27]([O:31][C:32](=[O:40])[CH2:33][CH:34]1[CH2:39][CH2:38][N:37]([C:12](=[O:13])[C:11]([CH3:16])([CH3:15])[CH:10]([CH:17]=[CH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[NH:9][C:7](=[O:8])[C:6]2[CH:25]=[CH:26][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[CH2:36][CH2:35]1)([CH3:30])([CH3:28])[CH3:29]Participants
3
Procedure
The same procedure as in Example 2-(6-2) was performed with N-4-cyanobenzoyl-β-styryl-α,α-dimethyl-β-alanine (100 mg, 0.287 mmol) using 4-piperidineacetic acid t-butyl ester (203 mg, 0.86 mmol) to yield an oil of N-4-cyanobenzoyl-β-styryl-α,α-dimethyl-β-alanyl-4-piperidineacetic acid t-butyl ester (46 mg, 30.3%).
Sources & evidence
- ORD record
- ord-b3e33cfa670743008f22964119bf8c27
- Source dataset
- uspto-grants-1999_02
- Patent number
- US05866592
Reaction notes
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