Mechanism for conversion of spirosolane derivative into pregnane.
نویسندگان
چکیده
Previously, we reported an interesting reaction by which esculeogenin A [(5alpha,22S,23S,25S)-3beta,23,27-trihydroxyspirosolane], a sapogenol of tomato-saponin, esculeoside A, was easily converted into a pregnane derivative, 5alpha-pregn-16-en-3beta-ol-20-one, merely by refluxing with pyridine and water. Its chemical mechanism including air oxidation is here described.
منابع مشابه
Chem. Pharm. Bull. 55(7) 1079—1081 (2007)
and their glycosides are normally 22R configuration. On the other hand, spirosolanes such as tomatidine, solasodine and their glycosides take both 22R and 22S configurations (Chart 1). To determine the configuration at C-22 is very important, because the difference in C-22 configuration relates to the chemical reactions and bio-activity, for example, as shown in the following reaction of spiros...
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ورودعنوان ژورنال:
- Chemical & pharmaceutical bulletin
دوره 56 7 شماره
صفحات -
تاریخ انتشار 2008