合成路线:1,4-Dihydroestronemethylether (I) was reacted with dimethylsulfonium-methylide (A) in a highly stereoselective manner to give the oxirane (II),which formed the cyanomethyl compound (III) by the addition of sodium cyanide.(III) was hydrolyzed with oxalic acid (B) in methanol and the product (IV) treated with pyridine perbromide hydrobromide to the dibromoketone,which yielded STS-557 after dehydrobromination.
参考文献标题:STS-557
文献作者:Unterhalt,B.
参考来源:Drugs Fut 1980,5(6),311
合成路线:1,4-Dihydroestronemethylether (I) was reacted with dimethylsulfonium-methylide (A) in a highly stereoselective manner to give the oxirane (II),which formed the cyanomethyl compound (III) by the addition of sodium cyanide.(III) was hydrolyzed with oxalic acid (B) in methanol and the product (IV) treated with pyridine perbromide hydrobromide to the dibromoketone,which yielded STS-557 after dehydrobromination.
参考文献标题:Synthesis and reactions of oxiranes obtained from 3- and 17-keto steroids
文献作者:Cook,C.E.; et al.
参考来源:J Org Chem 1968,332789
合成路线:1,4-Dihydroestronemethylether (I) was reacted with dimethylsulfonium-methylide (A) in a highly stereoselective manner to give the oxirane (II),which formed the cyanomethyl compound (III) by the addition of sodium cyanide.(III) was hydrolyzed with oxalic acid (B) in methanol and the product (IV) treated with pyridine perbromide hydrobromide to the dibromoketone,which yielded STS-557 after dehydrobromination.
参考文献标题:Ein vereinfachtes Verfahren zur Darstellung von Steroid-Spirooxiranen
文献作者:H黚ner,M.; et al.
参考来源:J Prakt Chem 1972,314667
合成路线:1,4-Dihydroestronemethylether (I) was reacted with dimethylsulfonium-methylide (A) in a highly stereoselective manner to give the oxirane (II),which formed the cyanomethyl compound (III) by the addition of sodium cyanide.(III) was hydrolyzed with oxalic acid (B) in methanol and the product (IV) treated with pyridine perbromide hydrobromide to the dibromoketone,which yielded STS-557 after dehydrobromination.
参考文献标题:Prostagene vom Typ 17alpha-CH2X-substituierter 19-Nortestossteronderivate
文献作者:Ponsold,K.; et al.
参考来源:Pharmazie 1978,33792
合成路线:1,4-Dihydroestronemethylether (I) was reacted with dimethylsulfonium-methylide (A) in a highly stereoselective manner to give the oxirane (II),which formed the cyanomethyl compound (III) by the addition of sodium cyanide.(III) was hydrolyzed with oxalic acid (B) in methanol and the product (IV) treated with pyridine perbromide hydrobromide to the dibromoketone,which yielded STS-557 after dehydrobromination.
参考文献标题:A new class of active steroids: the 19-nor-delta(4,9)-3-ketosteroids
文献作者:Perelman,M.; et al.
参考来源:J Am Chem Soc 1960,822402
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