ORG-25435
Chemical Name: 2(R)-[N,N-Bis(2-methoxyethyl)amino]butyric acid 4-methyl-2,6-dimethoxyphenyl ester hydrobromide
CAS No. 256456-73-2 ((R)-isomer, free base), 256456-45-8 (free base)
项目整合开发状态: Phase I
项目研究机构: Organon (Originator)
合成路线:Treatment of 2,6-dimethoxy-4-methylphenol (I) with 2-bromobutyryl bromide (II) and Et3N in dichloromethane provides 2,6-dimethoxy-4-methylphenyl ester (III),which is converted into the target product by reaction with bis(2-methoxyethyl)amine (IV) and Et3N in refluxing toluene.The target (R)-enantiomer is isolated by resolution of the racemic amino ester by either enantiospecific enzyme hydrolysis of the corresponding (S)-isomer or by means of chiral HPLC.
📌 参考资料/链接：
参考文献标题:alpha-Amino acid phenyl ester derivs.
文献作者:Hamilton,N.M.(Akzo Nobel N.V.)
参考来源:EP 1098871; WO 0005196
📄 详细内容
合成路线:Treatment of 2,6-dimethoxy-4-methylphenol (I) with 2-bromobutyryl bromide (II) and Et3N in dichloromethane provides 2,6-dimethoxy-4-methylphenyl ester (III),which is converted into the target product by reaction with bis(2-methoxyethyl)amine (IV) and Et3N in refluxing toluene.The target (R)-enantiomer is isolated by resolution of the racemic amino ester by either enantiospecific enzyme hydrolysis of the corresponding (S)-isomer or by means of chiral HPLC.
参考文献标题:alpha-Amino acid phenolic ester derivatives: Novel water-soluble general anesthetic agents which allosterically modulate GABAA receptors
文献作者:Anderson,A.; Belelli,D.; Bennett,D.J.; Buchanan,K.I.; Casula,A.; Cooke,A.; Feilden,H.; Gemmell,D.K.; Hamilton,N.M.; Hutchinson,E.J.; Lambert,J.J.; Maidment,M.S.; McGuire,R.; McPhail,P.; Miller,S.A.; Muntoni,A.; Peters,J.A.M.; et al.
参考来源:J Med Chem 2001,44(22),3582
产品链接: CAS No. 256456-73-2››