Acetic Acid → 1,1-Dimethylethyl 4-(3-ethoxy-3-oxo-1-propyn-1-yl)-4-hydroxy-1-piperidinecarboxylate

HRID 940848Notes

Reaction equation

HRID 940848 reaction equation
[CH2:1]([Li:2])[CH2:3][CH2:4][CH3:5].[CH3:27][C:28](=[O:29])[OH:30].[CH3:6][CH2:7][O:8][C:9](=[O:10])[C:11]#[CH:12].[O:13]=[C:14]1[CH2:15][CH2:16][N:17]([C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[CH2:18][CH2:19]1.[O:31]1[CH2:32][CH2:33][CH2:34][CH2:35]1>>[CH3:6][CH2:7][O:8][C:9](=[O:10])[C:11]#[C:12][C:14]1([OH:13])[CH2:15][CH2:16][N:17]([C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[CH2:18][CH2:19]1

Participants

6

Reactant 5

HCID 176Acetic AcidHCID 8028TetrahydrofuranHCID 12182Ethyl propiolateHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 178418339Butyllithium

Product 1

HCID 219552401,1-Dimethylethyl 4-(3-ethoxy-3-oxo-1-propyn-1-yl)-4-hydroxy-1-piperidinecarboxylate

Sources & evidence

ORD record
ord-d0515f9c3cba4009bde0216a44f33bc2
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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