51938-32-0Relevant academic research and scientific papers
Efficient total synthesis method and application of natural product schaftoside
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, (2021/07/31)
The invention belongs to the technical field of chemistry and medicine, and discloses an efficient total synthesis method and application of a natural product schaftoside. The method comprises the steps of subjecting naringenin, tert-butyldimethylsilyl chloride and acetyl chloride to reaction to obtain an intermediate compound 2, and conducting deoxidation reaction to obtain an intermediate compound 3; carrying out rearrangement reaction on the intermediate compound 3 to obtain an intermediate compound 5, and removing a silicon-based protecting group to obtain an intermediate compound 6; carrying out rearrangement reaction on the intermediate compound 6 to obtain an intermediate compound 8; reacting the intermediate compound 8 with benzyl bromide in potassium carbonate to obtain an intermediate compound 9; oxidizing the intermediate compound 9 by ceric ammonium nitrate and pyridinium dichromate to obtain an intermediate compound 10; removing benzyl from the intermediate compound 10 to obtain an intermediate compound 11; and catalyzing the intermediate compound 11 to obtain an intermediate compound 12, and removing acetyl to obtain a target product compound. The method is mild in reaction condition, convenient to operate, economical in raw materials and capable of being used for industrial preparation.
Effective total synthesis of schaftoside
Shang, Chengxiang,Zhao, Chuanfang,Nie, Pengpeng,Liu, Jun,Du, Yuguo
, (2021/06/07)
A short and scalable approach toward the total synthesis of schaftoside, a naturally occurring bioactive C-glycosylflavone, has been developed from readily available (±)-naringenin. The highlights of this work are double Lewis acid promoted O→C rearrangement to form C-glycoside, oxidative dehydrogenation to construct flavone ring, and easy operational process to make the target product in multigram-scale.
New C,O-Glycosylflavones from the Genus Silene
Olennikov,Kashchenko
, p. 1026 - 1034 (2020/11/05)
Chromatographic separation of extracts from the aerial parts of three Silene species (Caryophyllaceae) isolated 26 flavonoids including the four new C,O-glycosylflavones acacetin-6-C-(2″-O-β-D-glucopyranosyl)-β-D-glucopyranoside-7-O-β-D-glucopyranoside (s
