The synthesis and transformations of 2-[2-ethoxycarbonyl-2-(2-pyridinyl)ethenyl]amino-3-dimethylaminopropenoates. The synthesis of substituted beta-amino-alpha,beta-didehydro-alpha-amino acid derivatives

Citation
L. Jukic et al., The synthesis and transformations of 2-[2-ethoxycarbonyl-2-(2-pyridinyl)ethenyl]amino-3-dimethylaminopropenoates. The synthesis of substituted beta-amino-alpha,beta-didehydro-alpha-amino acid derivatives, J HETERO CH, 38(4), 2001, pp. 859-868
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
38
Issue
4
Year of publication
2001
Pages
859 - 868
Database
ISI
SICI code
0022-152X(200107/08)38:4<859:TSATO2>2.0.ZU;2-J
Abstract
Alkyl (Z)-2-[(E)-2-ethoxycarbonyl-2-(2-pyridinyl)ethenyl]amino-3-dimethylam inopropenoates 7 and 8 were prepared from ethyl 2-pyridinylacetate (1) in t wo steps. Substitution of the dimethylamino group with alkyl-, aryl-, or he teroarylamines afforded the corresponding beta -alkyl- 22-24, beta -aryl- 2 5-35, and beta -herteroaryl-amino-alpha,beta -didehydro-alpha -amino acid 3 6 and 37 derivatives, intermediates for further preparation of various hete rocyclic systems. The orientation around both double bonds were determined by various nmr techniques.