S-24718
Chemical Name: 1-[8-(Benzylamino)-3,4-dihydrospiro[2H-1,4-benzoxazine-3,1'-cyclopentan]-5-yl]-1-phenylmethanone
CAS No. 251562-03-5
项目整合开发状态: Preclinical
项目研究机构: Servier (Originator)
合成路线:The electrochemical oxidation of 3,4-dihydroxy-2-methoxybenzophenone (I) in the presence of (1-aminocyclopentyl)methanol (II) using tetraethylammonium perchlorate as the supporting electrolyte led to the formation of a transient ortho-quinone (III),which,by intramolecular ring closure with amino alcohol (II),gave rise to the benzoxazinone (IV).Subsequent condensation of (IV) with benzylamine (V) produced the Schiff base (VI).This was finally converted to the title compound by electrochemical reduction.
📌 参考资料/链接：
参考文献标题:Novel 8-amino-1,4-benzoxazine cpds.,preparation method and pharmaceutical compsns.containing them
文献作者:Largeron,M.; Lestage,P.; Fleury,M.B.; Lockhart,B.(ADIR et Cie.)
参考来源:FR 2779144; WO 9962889
📄 详细内容
合成路线:The electrochemical oxidation of 3,4-dihydroxy-2-methoxybenzophenone (I) in the presence of (1-aminocyclopentyl)methanol (II) using tetraethylammonium perchlorate as the supporting electrolyte led to the formation of a transient ortho-quinone (III),which,by intramolecular ring closure with amino alcohol (II),gave rise to the benzoxazinone (IV).Subsequent condensation of (IV) with benzylamine (V) produced the Schiff base (VI).This was finally converted to the title compound by electrochemical reduction.
参考文献标题:Synthesis and in vitro evaluation of new-8-amino-1,4-benzoxazine derivatives as neuroprotective antioxidants
文献作者:Largeron,M.; Lockhart,B.; Pfeiffer,B.; Fleury,M.B.
参考来源:J Med Chem 1999,42(24),5043