Synthesis of 2-Mono- and 2,2-Bis[2-(1H-tetrazol-5-yl)ethyl] Derivatives of Dipterocarpol


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Abstract

The azidation of 2,2-bis(2-cyanoethyl)-20-hydroxydammar-24-en-3-one afforded new tetrazole derivatives of natural dipterocarpol, 2-(2-cyanoethyl)-2-[2-(1H-tetrazol-5-yl)ethyl]-20-hydroxydammar-24-en- 3-ones, 2,2-bis[2-(1H-tetrazol-5-yl)ethyl]-20-hydroxydammar-24-en-3-one, and 2,2-bis[2-(1H-tetrazol-5-yl)- ethyl]-3-oxo-25,26,27-trinordammaran-(20S),24-olide. The structure of the final and intermediate products was determined by NMR spectroscopy and X-ray analysis.

About the authors

E. I. Rodionov

St. Petersburg State Institute of Technology

Email: rost_trifonov@mail.ru
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190013

A. A. Kovaleva

St. Petersburg State Institute of Technology

Email: rost_trifonov@mail.ru
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190013

A. D. Zorina

St. Petersburg State University

Email: rost_trifonov@mail.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

G. L. Starova

St. Petersburg State University

Email: rost_trifonov@mail.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

R. E. Trifonov

St. Petersburg State University

Author for correspondence.
Email: rost_trifonov@mail.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

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