新产品编号:2389329
Chemical Name: 4-[1-(2,2-Dicyclohexylacetyl)piperidin-4-ylidenemethyl]-3-fluorobenzoic acid
项目整合开发状态: Preclinical
项目研究机构: Universit鋞 des Saarlandes (Originator)
合成路线:Radical bromination of methyl 3-fluoro-4-methylbenzoate (I) by using N-bromosuccinimide in the presence of AIBN affords the benzylic bromide (II).Subsequent reaction of bromide (II) with triphenylphosphine provides the phosphonium salt (III).Wittig olefination of N-(dicyclohexylacetyl)-4-piperidone (IV) with phosphonium salt (III) leads to the benzylidenepiperidine (V).Finally,basic hydrolysis of methyl ester (V) provides the target carboxylic acid
📌 参考资料/链接：
参考文献标题:Synthesis and evaluation of 2'-substituted 4-(4'-carboxy- or 4'-carboxymethylbenzylidene)-N-acylpiperidines: Highly potent and in vivo active steroid 5alpha-reductase type 2 inhibitors
文献作者:Picard,F.; Barassin,S.; Mokhtarian,A.; Hartmann,R.W.
参考来源:J Med Chem 2002,45(16),3046
📄 详细内容
合成路线:Radical bromination of methyl 3-fluoro-4-methylbenzoate (I) by using N-bromosuccinimide in the presence of AIBN affords the benzylic bromide (II).Subsequent reaction of bromide (II) with triphenylphosphine provides the phosphonium salt (III).Wittig olefination of N-(dicyclohexylacetyl)-4-piperidone (IV) with phosphonium salt (III) leads to the benzylidenepiperidine (V).Finally,basic hydrolysis of methyl ester (V) provides the target carboxylic acid
参考文献标题:Synthesis and evaluation of N-acyl-4-benzylidenepiperidines: Highly potent and in vivo active steroid-5alpha-reductase type 2 inhibitors
文献作者:Picard,F.; et al.
参考来源:Drugs Fut 2002,27(Suppl.A),