Using The Complete Skeleton Of Diosgenin Synthesis Of Osw-1 Aglycone

The rational utilization of resource compounds is one main research field of our group. Based on the research results of rational utilization of the abundant steroidal sapogenins, my Master dissertation is concerned on the synthesis of the sapogenin of OSW-1 aglycone by utilizing the intact skeleton of diosgenin.In my Master dissertation, two synthetic routes were designed and explored. In the synthetic route A, a key problem is how to solve the E/F ring opening of steroid and removal of its C-26 hydroxyl group. It is fortune for us to find out a very useful 26-bromo E/F ring opening reaction. By utilizing this reaction, we finished the synthesis of OSW-1 aglycone starting from diosgenin in 14 steps in 15.9% overall yield. In order to develop new method for the construction of the 16, 17-dihydroxyl group structural unite in OSW-1, we explored the synthetic routh B of OSW-1 aglycone. Up to date, we have obtained a intermediate of OSW-1 aglycone 33.At the same time, we also did some exploration about the synthesis of pennogenin, the bioactive compound of Chinese medincene"Chong Lou".