Synthesis of several heteryldehydropeptides by the oxazolone method

Authors

  • В. А. Славинская Latvian Institute of Organic Synthesis, Riga LV-1006
  • Д. Э. Силе Latvian Institute of Organic Synthesis, Riga LV-1006
  • М. Каткевич Latvian Institute of Organic Synthesis, Riga LV-1006
  • Э. Х. Корчагова Latvian Institute of Organic Synthesis, Riga LV-1006
  • И. У. Липсбергс Latvian Institute of Organic Synthesis, Riga LV-1006
  • И. В. Туровский Latvian Institute of Organic Synthesis, Riga LV-1006
  • Э. Лукевиц Latvian Institute of Organic Synthesis, Riga LV-1006

Abstract

(E)-N-Benzolydehydro-3-(3-pyridyl)-alanyltryptophan was synthesized in 89% yield by the reaction of 2-phenyl-4-(3-pyridylidene)-5(4H)-oxazolone with tryptophan. The reaction of 4-[1-(2-furyliden)ethyl]- and 4-(3-pyridyliden)-2-phenyl-5(4H)-oxazolones with alanyltryptophan gives a mixture of the Z and E isomers of the corresponding dehydrotripeptides. Racemization of the alanyl and tryptophan residues was not observed.

How to Cite
Slavinskaya, V. A.; Sile, D. É.; Katkevich, M.; Korchagova, É. Kh.; Lipsbergs I. U.; Turovskii, I. V.; Lukevits, É. Chem. Heterocycl. Compd. 1995, 31, 202. [Khim. Geterotsikl. Soedin. 1995, 232.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169680

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Published

1995-02-25

Issue

No. 2 (1995)

Section

Original Papers