Facile conversion of spirostan saponin into furostan saponin: synthesis of methyl protodioscin and its 26-thio-analogue.
[reaction: see text] A facile approach for the conversion of a spirostan saponin into its furostan counterpart, as illustrated by the transformation of dioscin to methyl protodioscin (and its 26-thio-analogue), has been developed.
Li
Ming
M
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, China.
Yu
Biao
B
D002776:Cholestanes / Q000138:chemical synthesis*; D004144:Diosgenin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis*; D015394:Molecular Structure; D012503:Saponins / Q000138:chemical synthesis*; D013150:Spirostans / Q000737:chemistry*; D013457:Sulfur Compounds / Q000138:chemical synthesis*
C518640:26-thiomethyl protodioscin; D002776:Cholestanes; D006847:Hydrocarbons, Iodinated; D012503:Saponins; D013150:Spirostans; D013457:Sulfur Compounds; C425324:methyl protodioscin; C019357:dioscin; D004144:Diosgenin