1415-78-7Relevant articles and documents
Facile synthesis of solasodine based on a mild halogenation-ring opening reaction of spiroketals in steroidal sapogenins
Wu, Jing-Jing,Shi, Yong,Tian, Wei-Sheng
, p. 1215 - 1217 (2015)
Herein we report a halogenation-ring opening reaction of spiroketals in steroidal sapogenins at room temperature to gain highly valuable ω-halo enol ethers in excellent yields. Boosted by this method, we have prepared solasodine, an antitumor steroidal alkaloid, from diosgenin acetate in three steps with an overall yield of 50%.
Application of hypoiodite-mediated aminyl radical cyclization to synthesis of solasodine acetate
Kou, Yi,Koag, Myong Chul,Cheun, Young,Shin, Aram,Lee, Seongmin
, p. 1069 - 1074 (2012/11/07)
Solasodine acetate, an anticancer steroidal alkaloid, was synthesized from diosgenin in 8 steps with an overall yield of 23%. A key synthetic step involves the formation of 5/6-oxazaspiroketal moiety via hypoiodite-mediated aminyl radical cyclization of a steroidal primary amine.