Synthesis of N-(1-carboxy-3-phenylpropen-2yl)alanylproline

Authors

  • В. А. Слaвинcкaя Latvian Institute of Organic Synthesis, Riga LV-1006
  • Г. И. Чипенс Latvian Institute of Organic Synthesis, Riga LV-1006
  • М. Ю. Каткeвич Latvian Institute of Organic Synthesis, Riga LV-1006
  • Д. Э. Силе Latvian Institute of Organic Synthesis, Riga LV-1006
  • Э. Х. Корчагова Latvian Institute of Organic Synthesis, Riga LV-1006
  • В. Д. Григорьева Latvian Institute of Organic Synthesis, Riga LV-1006
  • Э. Лyкевиц Latvian Institute of Organic Synthesis, Riga LV-1006

Abstract

A method has been developed for the synthesis of N-(1-carboxy-3-phenylpropen-2-yl)atanylproline by reductive alkylation of alanylproline by the sodium salt of 2-oxo-4-phenylbutenoic acid, using sodium cyanoborohydride and sodium borohydride as reducing agents. The products were separated chromatographically. Under the conditions of the reaction, sodium borohydride in a neutral medium preferentially reduces the double bond of the Schiff base. Sodium cyanoborohydride reduces, in addition, the double bond of the 2-oxo-4-phenylbutenoic acid, forming enalaprilate.

How to Cite
Slavinskaya, V. A.; Chipens, G. I.; Katkevich, M. Yu.; Sile, D. E.; Korchagova, E. Kh.; Grigor'eva, V. D.; Lukevits, E. Chem. Heterocycl. Compd. 1996, 32, 405. [Khim. Geterotsikl. Soedin. 1996, 468.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165900

 

Downloads

Published

1996-04-25

Issue

No. 4 (1996)

Section

Original Papers