NSC-370875, D-15413
Chemical Name: 4-Chloro-2-(2,6-dichloro-4-hydroxyphenyl)-1-ethyl-6-hydroxyindole
CAS No. 83364-03-8
项目整合开发状态: Phase I
项目研究机构: Asta Medica (Originator), Degussa (Originator)
合成路线:The synthesis of title compound is performed as outlined in Scheme:Diastereomeric 1,2-bis(2,6-dichloro-4-methoxyphenyl)- 1-2-bis(ethylamino)ethane (III) is synthesized by reductive dimerization of 2,6-dichloro-4-methoxybenzaldehyde ethylimine (I) using 1,1,2,2-tetraphenylethanediol (II).Separation of the diastereomers is accomplished by crystallization.Thermolysis of (III) at 215 C affords 4-chloro-2-(2,6-dichloro-4-methoxyphenyl)-1-ethyl-6-methoxyindole (IV).The free phenolic compound D-15413 is obtained by ether cleavage with BBr3 and recrystallization from aqueous MeOH.
📌 参考资料/链接：
参考文献标题:D-15413
文献作者:Schneider,M.R.; von Angerer,E.; Prekajac,J.
参考来源:Drugs Fut 1986,11(12),1023
📄 详细内容
合成路线:The synthesis of title compound is performed as outlined in Scheme:Diastereomeric 1,2-bis(2,6-dichloro-4-methoxyphenyl)- 1-2-bis(ethylamino)ethane (III) is synthesized by reductive dimerization of 2,6-dichloro-4-methoxybenzaldehyde ethylimine (I) using 1,1,2,2-tetraphenylethanediol (II).Separation of the diastereomers is accomplished by crystallization.Thermolysis of (III) at 215 C affords 4-chloro-2-(2,6-dichloro-4-methoxyphenyl)-1-ethyl-6-methoxyindole (IV).The free phenolic compound D-15413 is obtained by ether cleavage with BBr3 and recrystallization from aqueous MeOH.
参考文献标题:2-(Hydroxyphenyl)indoles: A new class of mammary tumor inhibiting compounds
文献作者:von Angerer,E.; Prekajac,J.
参考来源:J Med Chem 1983,26(1),113
产品链接: CAS No. 83364-03-8››