4-(4-Ethoxycarbonyl-butyl)-piperidine-1-carboxylic acid tert-butyl ester → 5-(1-((Tert-butoxy)carbonyl)piperidin-4-yl)pentanoic acid
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20]CC)=[O:19])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC(=O)CCC1C=NC(C(C#N)(C)C)=C(Cl)C=1)C>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]Participants
3
Procedure
The title compound was prepared analogously to step 5 of example B(29)where 4-(4-ethoxycarbonyl-butyl)-piperidine-1-carboxylic acid tert-butyl ester from step 3 above, was substituted in place of 3-[5-chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-propionic acid ethyl ester in that example. 1H NMR (400 MHz, CDCl3): δ 1.07-1.39 (m, 7H), 1.45 (s, 9H), 1.59-1.70 (m, 4H), 2.33-2.38 (m, 2H), 2.64-2.68 (m, 2H), 4.09-4.12 (m, 2H). ESIMS (MH−): 284.
Sources & evidence
- ORD record
- ord-b60e7c97d58b4deabe68f0397c4ef9de
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08268835B2
Reaction notes
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