1380412-90-7Relevant academic research and scientific papers
Synthesis and in vitro anticancer activity of 23(23′)E-benzylidenespirostanols derived from steroid sapogenins
Ramos-Enríquez, Manuel A.,Vargas-Romero, Katherine,Rárová, Lucie,Strnad, Miroslav,Iglesias-Arteaga, Martín A.
, p. 85 - 88 (2017)
Benzylidenespirostanols were prepared by two-step synthesis including BF3·Et2O-catalyzed aldol condensation of several acetylated steroid sapogenins with benzaldehyde followed by saponification. The obtained compounds showed moderate
BF3·Et2O-induced stereoselective aldol reaction with benzaldehyde, and steroid sapogenins and its application to a convenient synthesis of dinorcholanic lactones
Ruíz-Pérez, Karen M.,Romero-ávila, Margarita,Tinajero-Delgado, Verónica,Flores-álamo, Marcos,Iglesias-Arteaga, Martín A.
experimental part, p. 819 - 828 (2012/07/03)
Treatment of steroid sapogenins with benzaldehyde and BF 3·Et2O cleanly produces E-23(23′)- benzylidenspirostanes in good yields in a reaction pathway which consists on an aldol reaction followed by a dehydration step. The obtained E-23(23′)- benzylidenspirostanes can be easily converted to dinorcholanic lactones by treatment with CrO3 in acetic acid. The synthetic sequence to dinorcholanic lactones is compatible with the presence of double bonds and carbonyl groups in the steroid framework.
