124909-80-4Relevant articles and documents
Direct synthesis of chrysosplenol D
Kraus, George,Roy, Sudipta
experimental part, p. 1961 - 1962 (2009/08/14)
An aldol condensation and an Algar-Flynn-Oyamada oxidative cyclization were key steps in the direct synthesis of chrysosplenol D, an efflux pump inhibitor that can potentiate the activity of commercially important antibiotics and antimalarials.
STUDIES OF THE SELECTIVE O-ALKYLATION AND DEALKYLATION OF FLAVONOIDS. XII. A NEW, CONVENIENT METHOD FOR SYNTHESIZING 3,5-DIHYDROXY-6,7-DIMETHOXYFLAVONES FROM 3,5,6,7-TETRAMETHOXYFLAVONES
Horie, Tokunaru,Kawamura, Yasuhiko,Tsukayama, Masao,Yoshizaki, Shiro
, p. 1216 - 1220 (2007/10/02)
The 5-methoxy group on 3,5,6,7-tetramethoxyflavones and the 3-methoxy group on 3,6,7-trimethoxy-5-tosyloxy-flavones were selectively cleaved with anhydrous aluminum bromide in acetonitrile under controlled conditions without the cleavage of benzyloxy groups on the B ring.By the application of these reactions, seven 3,5-dihydroxy-6,7-dimethoxyflavones were easily synthesized from the corresponding 3,5,6,7-tetramethoxyflavones which were synthesized from 3,6-dihydroxy-2,4ω-trimethoxycetophenone by means of the Allan-Robinson reaction followed by methylation.Keywords: Allan-Robinson reaction ; selective demethylation; 3,5,6,7-tetramethoxyflavone; 5-hydroxy-3,6,7-trimethoxyflavone; 6-hydroxy-3,5,7-trimethoxyflavone; 5-tosyloxyflavone; 5,6-dihydroxy-3,7-dimethoxyflavone; 3,5-dihydroxy-6,7-dimethoxyflavone, 3,5-diacetoxy-6,7-dimethoxyflavone