合成路线:Dehydroepiandrosterone acetate (I) is converted to the lactam (II),which is hydrolyzed to the alcohol (III).Oppenauer oxidation of (III) gives the a,3-unsaturated ketone (IV).The intermediate (IV) is treated with pyrrolidine in methanol to give the enamine (V) in excellent yield.The latter,on sodium borohydride reduction affords (VI),the 3beta- configuration being assigned on the basis of similar reductions reported elsewhere.Sodium and n-pentanol reduction of (VI) leads to the diamine (VII),the methyl derivative (VIII) of which is prepared and converted into the dimethiodide (HS-310).
参考文献标题:Recherches sur les amino-st閞o飀es.VI.St閞o飀es ?restes amin閟 fix閟 en C3.Pr閜aration par r閐uction au borohydrurre de sodium et au diborane des "閚amines" deriv閑s de c閠o-3
文献作者:Schmitt,J.; et al.
参考来源:Bull Soc Chim France 1963,807-815
合成路线:Dehydroepiandrosterone acetate (I) is converted to the lactam (II),which is hydrolyzed to the alcohol (III).Oppenauer oxidation of (III) gives the a,3-unsaturated ketone (IV).The intermediate (IV) is treated with pyrrolidine in methanol to give the enamine (V) in excellent yield.The latter,on sodium borohydride reduction affords (VI),the 3beta- configuration being assigned on the basis of similar reductions reported elsewhere.Sodium and n-pentanol reduction of (VI) leads to the diamine (VII),the methyl derivative (VIII) of which is prepared and converted into the dimethiodide (HS-310).
参考文献标题:Reduction od steroidal enamines
文献作者:Marshall,J.A.; Johnson,W.S.
参考来源:J Org Chem 1963,28421-423
合成路线:Dehydroepiandrosterone acetate (I) is converted to the lactam (II),which is hydrolyzed to the alcohol (III).Oppenauer oxidation of (III) gives the a,3-unsaturated ketone (IV).The intermediate (IV) is treated with pyrrolidine in methanol to give the enamine (V) in excellent yield.The latter,on sodium borohydride reduction affords (VI),the 3beta- configuration being assigned on the basis of similar reductions reported elsewhere.Sodium and n-pentanol reduction of (VI) leads to the diamine (VII),the methyl derivative (VIII) of which is prepared and converted into the dimethiodide (HS-310).
参考文献标题:Steroids and related studies.Part XXV.Chandonium iodide (17alpha-Methyl-3beta-pyrrolidino-17alpha-aza-D-homoandrost-5-ene-Dimethyliodide) and other quaternary ammonium steroid analogues
文献作者:Singh,H.; Paul,D.
参考来源:J Chem Soc - Perkins Trans I 1974,1476
产品链接: CAS No. 54278-85-2››