An effective O-demethylation of some C19-diterpenoid alkaloids with HBr-glacial acetic acid.
The aconitine-type alkaloids talatisamine (1), 8,14-diacetyltalatisamine (11), and compound 3, the lycoctonine-type alkaloid deltaline (5), and the 7,17-seco C(19)-diterpenoid alkaloids 7 and 9 were treated with HBr-glacial acetic acid to give useful O-demethylated derivatives 2, 2, 4, 6, 8, and 10 respectively in good to high yields (49-90%).
Zou
Chun-Lan
CL
Department of Chemistry of Medicinal Natural Products, West China College of Pharmacy, Sichuan University, Chengdu, China.
Ji
Hong
H
Xie
Guang-Bo
GB
Chen
Dong-Lin
DL
Wang
Feng-Peng
FP
D019342:Acetic Acid / Q000737:chemistry*; D000470:Alkaloids / Q000737:chemistry*; D004224:Diterpenes / Q000737:chemistry*; D018054:Hydrobromic Acid / Q000737:chemistry*; D015394:Molecular Structure
D000470:Alkaloids; D004224:Diterpenes; D018054:Hydrobromic Acid; D019342:Acetic Acid