Abstract
Reaction of oleandomycin with secondary amines proceeds at the epoxy group of the antibiotic in conformity with the Krasuskii rule to give biologically active derivatives of oleandomycin aminohydrin.
Similar content being viewed by others
Literature cited
é. I. Rodionovskaya, G.S. Rozenfel'd, V. M. Baikina, and D. M. Trakhtenberg, Antibiotiki, 705 (1966).
H. Els, W. D. Celmer, and K. Murai, J. Amer. Chem. Soc., 80, 3777 (1958).
D. M. Trakhtenberg, G. S. Rozenfel'd, and A. I. Reznik, Antibiotiki, 874 (1968).
A. Albert and E. Serjeant, Ionization Constants of Acids and Bases, Methuen (1962).
A. G. Evans and S.D. Hamann, Trans. Faraday Soc., 47, 34 (1951).
S. Searles, M. Tamres, F. Block, and L. A. Quarterman, J. Amer. Chem. Soc., 78, 4917 (1956).
R. J. Bruehlman and F. H. Verhoek, J. Amer. Chem. Soc., 70, 1401 (1948).
D. M. Trakhtenberg and é. I. Rodionovskaya, Antibiotiki, 52 (1959).
R. Linstead, J. Elvidge, M. Valli, and G. Wilkinson, Modern Methods of Investigation in Organic Chemistry [Russian translation], IL, Moscow (1959), p. 192.
N. Ya. Ozolin' and V. é. égert, Izv. Akad. Nauk LatvSSR, Ser. Khim., 554 (1968).
G. Ya. Dubur and G. Ya. Vanag, Izv. Akad. Nauk LatvSSR, Ser. Khim., 25 (1962).
Author information
Authors and Affiliations
Additional information
In analogy with the names “oleandomycin chlorohydrin and glycol” [1–3].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 168–171, February, 1974.
Rights and permissions
About this article
Cite this article
Kastron, Y.A., Novikova, V.V., Liepin', é.é. et al. Synthesis of derivatives of oleandomycin aminohydrin. Chem Heterocycl Compd 10, 147–150 (1974). https://doi.org/10.1007/BF00487767
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00487767