Thioderon,Shionogi,Japan,1979
An orally active anabolic and androgenic steroid. It is a steroidal anti-estrogen with anti-mammary tumor activity.
ChEBI: Mepitiostane is an organic molecular entity.
A mixture of 1.759 g of 2α,3α-epithio-5α-androstan-17β-ol, 2.3 ml of 1- methoxycyclopentene, 20 mg of pyridine salt of p-toluenesulfonic acid and 20 ml of t-butanol is stirred for 4 hours at room temperature. The reaction mixture is poured into an aqueous solution of sodium carbonate and the whole
extracted with dichloromethane. The extract is dried over anhydrous sodium
sulfate and evaporated to remove solvent. Purification of the residue by
chromatography over alumina gives 1.487 g of 17β-(1-methoxycyclopentyl)
oxy-2α,3α-epithio-5α-androstane. Yield 68.2%. MP 98°C to 101°C.