Synthesis of α,ω-Diketodiesters from Betulin

Published on Jul 15, 2021in Chemistry of Natural Compounds0.653
· DOI :10.1007/S10600-021-03454-3
V. A. Vydrina5
Estimated H-index: 5
(RAS: Russian Academy of Sciences),
R. R. Sayakhov1
Estimated H-index: 1
(RAS: Russian Academy of Sciences)
+ 3 AuthorsG. Yu. Ishmuratov11
Estimated H-index: 11
(RAS: Russian Academy of Sciences)
A new synthesis of 3-oxo-28-hydroxylup-20(29)-ene from the available natural triterpenoid betulin was developed. α,ω-Diketodiesters were prepared for the first time by different methods from 3-oxo-28-hydroxylup-20(29)-ene and a series of natural dicarboxylic acids. Steglich reaction conditions gave the highest yields. One of the synthesized α,ω-diketodiesters was moderately active in vitro against A-549 lung carcinoma.
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