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The synthesis and transformations of 2-[2-ethoxycarbonyl-2-(2-pyridinyl)ethenyl]amino-3-dimethylaminopropenoates. the synthesis of substituted β-amino-α,β-didehydro-a-amino acid derivatives

✍ Scribed by Lucija Jukić; Simon Rečnik; Jurij Svete; Branko Stanovnik; Simona GoliČ Grdadolnik

Publisher
Journal of Heterocyclic Chemistry
Year
2001
Tongue
English
Weight
97 KB
Volume
38
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Alkyl (Z)‐2‐[(E)‐2‐ethoxycarbonyl‐2‐(2‐pyridinyl)ethenyl]amino‐3‐dimethylaminopropenoates 7 and 8 were prepared from ethyl 2‐pyridinylacetate (1) in two steps. Substitution of the dimethylamino group with alkyl‐, aryl‐, or heteroarylamines afforded the corresponding β‐alkyl‐ 22–24, β‐aryl‐ 25–35, and β‐herteroaryl‐amino‐α,β‐didehydro‐α‐amino acid 36 and 37 derivatives, intermediates for further preparation of various heterocyclic systems. The orientation around both double bonds were determined by various nmr techniques.

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