Oxymethylene steroid

Example 10 A solution of parts of 3a,9a-epoxy-3/8-methoxy-5 3- androstan-17-one in 8 parts of methanol containing part of sodium hydroxide is mixed with a solution of parts of sodium borohydride in parts of methanol containing 2 parts of water, then allowed to stand at room temperature for about 15' minutes. Water is added to the reaction mixture, and the resulting aqueous mixture is extracted with ether The organic layer is separated washed with water and evaporated to dryness in vacuo The residue is dissolved in 10 parts of dioxane and 6 parts of water containing 05 part of p-toluenesulfonic acid, and the resulting solution is allowed to stand at room temperature for about 30 minutes. Crystallization of the product occurs on standing. Water is then added and the crystalline product is collected by filtration, washed with water on the filter, and dried to yield 3a,9a-epoxy-55-androstane-3,8, 17,8-diol, . about 211-2135. Recrystallization of this product from dilute methanol afiords a pure sample melting at about 218219; [a] =+ (chloroform).

Oxymethylene steroid

oxymethylene steroid

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