合成路线:Alkylation of 4,6-dimethyl-7-hydroxy-1-indanone (I) with methyliodide and sodium hydride in DMF affords 7-methoxy-2,2,4,6-tetramethyl-1-indanone (II),which is demethylated with aluminum chloride in CH3CN to give 7-hydroxy-2,2,4,6-tetramethyl-1-indanone (III).Oxime formation with hydroxylamine hydrochloride in pyridine yields 7-hydroxy-2,2,4,6-tetramethyl-1-indanone oxime (IV),which on treatment with hydrogen in the presence of platinum oxide in acetic acid gives 1-amino-7-hydroxy-2,2,4,6-tetramethylindan (V) (1,3).Acetylation of (V) with chloroacetyl chloride and triethylamine gives 2-chloro-N-(7-hydroxy-2,2,4,6-tetramethylindan-1-yl)acetamide (VI),which is finally condensed with 1-(3-methoxyphenyl)piperazine (VII) in acetonitrile.
参考文献标题:Novel cerebroprotective agents with central nervous system stimulating activity.2.Synthesis and pharmacology of the 1-(acylamino)-7-hydroxyindan derivatives
文献作者:Tottori,K.; Tanaka,T.; Hirose,T.; Sakurai,Y.; Kikuchi,T.; Oshiro,Y.
参考来源:J Med Chem 1991,34(7),2014-23
合成路线:Alkylation of 4,6-dimethyl-7-hydroxy-1-indanone (I) with methyliodide and sodium hydride in DMF affords 7-methoxy-2,2,4,6-tetramethyl-1-indanone (II),which is demethylated with aluminum chloride in CH3CN to give 7-hydroxy-2,2,4,6-tetramethyl-1-indanone (III).Oxime formation with hydroxylamine hydrochloride in pyridine yields 7-hydroxy-2,2,4,6-tetramethyl-1-indanone oxime (IV),which on treatment with hydrogen in the presence of platinum oxide in acetic acid gives 1-amino-7-hydroxy-2,2,4,6-tetramethylindan (V) (1,3).Acetylation of (V) with chloroacetyl chloride and triethylamine gives 2-chloro-N-(7-hydroxy-2,2,4,6-tetramethylindan-1-yl)acetamide (VI),which is finally condensed with 1-(3-methoxyphenyl)piperazine (VII) in acetonitrile.
参考文献标题:OPC-14117
文献作者:Mealy,N.; Prous,J.; Castar,J.
参考来源:Drugs Fut 1993,18(8),707
合成路线:Alkylation of 4,6-dimethyl-7-hydroxy-1-indanone (I) with methyliodide and sodium hydride in DMF affords 7-methoxy-2,2,4,6-tetramethyl-1-indanone (II),which is demethylated with aluminum chloride in CH3CN to give 7-hydroxy-2,2,4,6-tetramethyl-1-indanone (III).Oxime formation with hydroxylamine hydrochloride in pyridine yields 7-hydroxy-2,2,4,6-tetramethyl-1-indanone oxime (IV),which on treatment with hydrogen in the presence of platinum oxide in acetic acid gives 1-amino-7-hydroxy-2,2,4,6-tetramethylindan (V) (1,3).Acetylation of (V) with chloroacetyl chloride and triethylamine gives 2-chloro-N-(7-hydroxy-2,2,4,6-tetramethylindan-1-yl)acetamide (VI),which is finally condensed with 1-(3-methoxyphenyl)piperazine (VII) in acetonitrile.
参考文献标题:Novel cerebroprotective agents with central nervous system stimulating activity.1.Synthesis and pharmacology of 1-amino-7-hydroxyindan derivatives
文献作者:Oshiro,Y.; Sakurai,Y.; Tanaka,T.; Ueda,H.; Kikuchi,T.; Tottori,K.
参考来源:J Med Chem 1991,34(7),2004-13
产品链接: CAS No. 103233-65-4››