LY-367366
Chemical Name: 4-[1-Amino-1-carboxy-2-(9H-thioxanthen-9-yl)ethyl]benzoic acid
CAS No. 209332-61-6
项目整合开发状态: Preclinical
项目研究机构: Lilly (Originator)
合成路线:The condensation of ethyl 2-(4-cyanobenzoyl)acetate (I) with 9-hydroxythioxanthene (II) in ethanol/acetic acid gives ethyl 2-(4-cyanobenzoyl)-2-(thioxanthen-9-yl)acetate (III),which is decarboxylated in refluxing DMSO/water yielding 4-[2-(thioxanthen-9-yl)acetyl]benzonitrile (IV).The cyclization of (IV) with ammonium carbonate and potasium cyanide affords the hydantoin (V),which is finally fully hydrolyzed with aqueous NaOH at 120 C.
📌 参考资料/链接：
参考文献标题:Pharmaceutical substd.propanoic acid derivs.
文献作者:Purdey,J.A.; et al.(Eli Lilly and Company)
参考来源:EP 0849263; JP 10194734; US 5965103
📄 详细内容
合成路线:The condensation of ethyl 2-(4-cyanobenzoyl)acetate (I) with 9-hydroxythioxanthene (II) in ethanol/acetic acid gives ethyl 2-(4-cyanobenzoyl)-2-(thioxanthen-9-yl)acetate (III),which is decarboxylated in refluxing DMSO/water yielding 4-[2-(thioxanthen-9-yl)acetyl]benzonitrile (IV).The cyclization of (IV) with ammonium carbonate and potasium cyanide affords the hydantoin (V),which is finally fully hydrolyzed with aqueous NaOH at 120 C.
参考文献标题:alpha-Substituted phenylglycines as group 1 metabotropic glutamate receptor antagonists
文献作者:Clark,B.P.; et al.
参考来源:15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998,Edinburgh) 1998,Abst P.183
产品链接: CAS No. 209332-61-6››