New Dibenzofuran Compounds Obtained by Dihydrousnic Acid Hydrogenation †
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
3.1. Methods
Hydrogenation of Dihydrousnic Acid
(2R,7R)-10-acetyl-4-ethyl-5,11,13-trihydroxy-2,12-dimethyl-8-oxatricyclo[7.4.0.02,7]trideca-1(13), 4,9,11-tetraen-3-one (4): Yellow amorphous powder. Yield: 36%. δH (CDCl3, J Hz): 0.95 (3H, t, J = 7.5), 1.59 (3H, s), 2.01 (3H, s), 2.27 (1H, dq, J1 = 7.5, J2 = 7.0), 2.33 (1H, dq, J1 = 7.5, J2 = 7.0), 2.55 (3H, s), 2.89 (1H, dd, J1 = 6.0, J2 = 17.6) and 2.99 (1H, dd, J1 = 6.0, J2 = 17.6) (AB-system), 4.83 (1H, dd, J1 = 6.0, J2 = 6.0), 9.63 (1H, ss), 13.35 (1H, s). δc (CDCl3): 7.14, 12.77, 15.44, 23.89, 31.11, 31.90, 51.77, 84.75, 101.67, 105.84, 106.05, 116.92, 159.19, 159.70, 162.95, 170.0, 198.3, 201.89.
(2R,4E,7R)-10-acetyl-11,13-dihydroxy-4-(1-hydroxyethylidene)-2,12-dimethyl-8-oxatricyclo [7.4.0.02,7] trideca-1(13),9,11-trien-3-one (5): Yellow amorphous powder. Yield: 15%. δH (CDCl3, J Hz): 1.59 (3H, s), 1.99 (3H, s), 1.99–2.07 (2H, m), 2.28–2.40 (1H, m), 2.34 (1H, ddd, J1 = 4.8, J2 = 7.0, J3 = 15.0) and 2.48 (1H, ddd, J1 = 4.8, J2 = 7.0, J3 = 15.0) (AB-system), 2.55 (3H, s), 4.69 (1H, dd, J1 = 4.6, J2 = 6.9), 9.38 (1H, s), 13.42 (1H, s), 16.47 (1H, s). δc (CDCl3): 8.05, 20.2, 22.90, 25.20, 27.05, 32.24, 52.67, 89.89, 102.62, 106.42, 106.64, 106.70, 160.02, 160.07, 164.04, 191.74, 195.06, 202.47.
4. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Filimonov, A.; Luzina, O.; Salakhutdinov, N. New Dibenzofuran Compounds Obtained by Dihydrousnic Acid Hydrogenation. Chem. Proc. 2021, 3, 21. https://doi.org/10.3390/ecsoc-24-08460
Filimonov A, Luzina O, Salakhutdinov N. New Dibenzofuran Compounds Obtained by Dihydrousnic Acid Hydrogenation. Chemistry Proceedings. 2021; 3(1):21. https://doi.org/10.3390/ecsoc-24-08460
Chicago/Turabian StyleFilimonov, Aleksandr, Olga Luzina, and Nariman Salakhutdinov. 2021. "New Dibenzofuran Compounds Obtained by Dihydrousnic Acid Hydrogenation" Chemistry Proceedings 3, no. 1: 21. https://doi.org/10.3390/ecsoc-24-08460