New Synthetic Method and Antioxidant Activity of Betulin Diformate and Allobetulin Formate
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A simple and effective method for formylation of betulin using formic acid and 3a,6a-diphenylthioglycoluril is reported. The yield of betulin diformate was 87%. Allobetulin formate (95%) was prepared by reacting betulin diformate with trifluoroacetic acid. The structures of betulin diformate and allobetulin formate were confirmed by IR and NMR spectroscopy. The antioxidant activity of the synthesized compounds was studied.
Keywordsbetulin formic acid thioglycoluril formylation betulin diformate allobetulin formate organic catalyst
The work was sponsored by the Ministry of Education and Science of the Russian Federation (Grant No. 05-13108). Antioxidant activity was studied in the framework of state task “Nauka” No. 4.5752.2017 and a program for increasing the competency of Tomsk Polytechnic University.
- 3.(a) Y. Takemoto, Org. Biomol. Chem., 3, 4299 (2005); (b) P. M. Pihko, Angew. Chem., Int. Ed., 43, 2062 (2004); (c) M. S. Taylor and E. N. Jacobsen, Angew. Chem., Int. Ed., 45, 1520 (2006); (d) A. G. Doyle and E. N. Jacobsen, Chem. Rev., 107, 5713 (2007).Google Scholar
- 5.L. Cao, J. Ding, G. Yin, M. Gao, M. Li, and A. Wu, Synlett, 9, 1445 (2009).Google Scholar
- 9.C. A. Dehelean, S. C. Pinzaru, C. I. Peev, C. Soica, and D. S. Antal, J. Optoelectron. Adv. Mater., 9, 783 (2007).Google Scholar
- 11.(a) T. R. Shesadri and T. N. C. Vedanthan, Phytochemistry, 10, 897 (1971); (b) B. Green, M. D. Bentley, B. Y. Chung, N. G. Lynch, and B. L. Jensen, J. Chem. Educ., 84, 1985 (2007); (c) T.-S. Li, J.-X. Wang, and X.-J. Zheng, J. Chem. Soc., Perkin Trans. 1, 3957 (1998).Google Scholar