Takashi Matsumoto, S. Imai, N. Hayashi
Jul 1, 1988
Citations
0
Influential Citations
7
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
In order to elucidate the absolute configuration of C-15 in natural 16-hydroxydehydroabietic acid, a metabolite of (+)-dehydroabietic acid in rabbits, methyl (+)-dehydroabietate was transformed into methyl (15S)-16-hydroxy-8,11,13-abietatrien-18-oate (3a) and its (15R)-epimer (3b). The synthetic 3a was identical with a methyl ester derived from the natural acid. Thus, the absolute configuration of C-15 in natural 16-hydroxydehydroabietic acid was conclusively assigned as an S-configuration.