Synthesis of prolyl-glutamate phosphoisostere


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Abstract

A method for the synthesis of prolyl-glutamate phosphoisostere by cyclic amidoalkylation of phosphonous acid containing a structural isostere of glutamic acid was developed. A combination of amide and carbonyl moieties in the 4-N-Cbz-aminobutyraldehyde molecule allows cyclization with in situ generation of a cyclic pyrrolidine Schiff base followed by its Arbuzov type phosphorylation.

About the authors

M. E. Dmitriev

Institute of Physiologically Active Substances

Email: rvalery@dio.ru
Russian Federation, Severnyi proezd 1, Chernogolovka, 142432

A. V. Vinyukov

Institute of Physiologically Active Substances

Email: rvalery@dio.ru
Russian Federation, Severnyi proezd 1, Chernogolovka, 142432

B. V. Lednev

Institute of Physiologically Active Substances

Email: rvalery@dio.ru
Russian Federation, Severnyi proezd 1, Chernogolovka, 142432

V. V. Ragulin

Institute of Physiologically Active Substances

Author for correspondence.
Email: rvalery@dio.ru
Russian Federation, Severnyi proezd 1, Chernogolovka, 142432


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