合成路线:This compound can be obtained in two related ways:1) The dehydrogenation of methyl 9,10-dihydrolysergate (I) with MCPBA and triethylamine in dichloromethane gives methyl ergolene-8-carboxylate (II),which is hydrogenated with H2 over PtO2 in DMF - acetic acid yielding methyl 9,10-dihydroisolysergate (III).The reduction of (III) with LiAlH4 as usual affords 9,10-dihydroisolysergol-(6-methyl-8-hydroxymethylergoline) (IV),which by reaction with methanesulfonyl chloride in acetonitrile yields the corresponding mesylate (V).Finally this compound is treated with KCN in hot DMF - water(1,2).2) Compound (IV) is treated with refluxing POCl3 to give 6-methyl-8-chloromethylergolin (VI),which is finally treated with NaCN in DMSO at 120 C (3).
参考文献标题:Ergot alkaloids.New ergolines as selective dopaminergic stimulants
文献作者:Stuetz,P.; et al.
参考来源:J Med Chem 1978,21754-757
合成路线:This compound can be obtained in two related ways:1) The dehydrogenation of methyl 9,10-dihydrolysergate (I) with MCPBA and triethylamine in dichloromethane gives methyl ergolene-8-carboxylate (II),which is hydrogenated with H2 over PtO2 in DMF - acetic acid yielding methyl 9,10-dihydroisolysergate (III).The reduction of (III) with LiAlH4 as usual affords 9,10-dihydroisolysergol-(6-methyl-8-hydroxymethylergoline) (IV),which by reaction with methanesulfonyl chloride in acetonitrile yields the corresponding mesylate (V).Finally this compound is treated with KCN in hot DMF - water(1,2).2) Compound (IV) is treated with refluxing POCl3 to give 6-methyl-8-chloromethylergolin (VI),which is finally treated with NaCN in DMSO at 120 C (3).
参考文献标题:Synthesis of nitrile and amide of D-6-methyl-8-isoergolin-I-ylacetic acid and of nitrile of D-isoergolin -II-yl-acetic acid
文献作者:Zik醤,V.; et al.
参考来源:Coll Czech Chem Commun 1976,41(9),2761-2764
合成路线:This compound can be obtained in two related ways:1) The dehydrogenation of methyl 9,10-dihydrolysergate (I) with MCPBA and triethylamine in dichloromethane gives methyl ergolene-8-carboxylate (II),which is hydrogenated with H2 over PtO2 in DMF - acetic acid yielding methyl 9,10-dihydroisolysergate (III).The reduction of (III) with LiAlH4 as usual affords 9,10-dihydroisolysergol-(6-methyl-8-hydroxymethylergoline) (IV),which by reaction with methanesulfonyl chloride in acetonitrile yields the corresponding mesylate (V).Finally this compound is treated with KCN in hot DMF - water(1,2).2) Compound (IV) is treated with refluxing POCl3 to give 6-methyl-8-chloromethylergolin (VI),which is finally treated with NaCN in DMSO at 120 C (3).
参考文献标题:Delergotrile
文献作者:Blancafort,P.; Serradell,M.N.; Castar,J.; Paton,D.M.
参考来源:Drugs Fut 1980,5(10),485
产品链接: CAS No. 59091-65-5››