网站主页>>>项目整合精选>>>项目整合精选>>>Loxistatin, Aloxistatin, E-64-d, EST, Estate

Loxistatin, Aloxistatin, E-64-d, EST, Estate

阿洛司他丁Chemical Name: (+)-(2S,3S)-2,3-Epoxy-N-[1(S)-(N-isopentylcarbamoyl)-3-methylbutyl]succinamic acid ethyl ester; (+)-(2S,3S)-3-[3-Methyl-1(S)-[N-(3-methylbutyl)carbamoyl]butylcarbamoyl]oxirane-2-carboxylic acid ethyl ester
CAS No. 88321-09-9, 96244-68-7 (undefined stereoch.)
项目整合开发状态: Phase III
项目研究机构: Taisho (Originator), Sumitomo Pharmaceuticals (Licensee)
合成路线:The estrification of L-trans-epoxysuccinic acid hemi-ethyl ester (I) with 4-nitrophenol (II) by means of dicyclohexylcarbodiimide (DCC) gives the corresponding p-nitrophenyl ester (III),which is then condensed with N-isoamyl L-leucinamide (IV).
📌 参考资料/链接:
参考文献标题:Trans-epoxysuccinic acid derivative
文献作者:Soda,K.; et al.(Taisho Pharmaceutical Co.,Ltd.)
参考来源:JP 60174777

📄 详细内容


合成路线:The estrification of L-trans-epoxysuccinic acid hemi-ethyl ester (I) with 4-nitrophenol (II) by means of dicyclohexylcarbodiimide (DCC) gives the corresponding p-nitrophenyl ester (III),which is then condensed with N-isoamyl L-leucinamide (IV).

合成路线:The synthesis of [14 C]-EST has been described ac cording to the following procedure:The oxidation of fumaric acid (I) with H2O2 gives trans-epoxysuccinic acid (II),which is submitted to optical resolution by means of its salt with L-arginine.The L-trans isomer (III) is esterified with ethanol and H2SO4 to the corresponding diethyl ester (IV),which is hydrolyzed selectively with KOH,affording the monoethyl ester (V).Finally,this monoester 5 condensed with N-isoamyl-L-leucinamide (VI).

参考文献标题:EST
文献作者:Castar,J.; Prous,J.
参考来源:Drugs Fut 1986,11(11),927


合成路线:The synthesis of [14 C]-EST has been described ac cording to the following procedure:The oxidation of fumaric acid (I) with H2O2 gives trans-epoxysuccinic acid (II),which is submitted to optical resolution by means of its salt with L-arginine.The L-trans isomer (III) is esterified with ethanol and H2SO4 to the corresponding diethyl ester (IV),which is hydrolyzed selectively with KOH,affording the monoethyl ester (V).Finally,this monoester 5 condensed with N-isoamyl-L-leucinamide (VI).
参考文献标题:In vivo actions of EST (reort 1) - Absorption and excretion of 14C-EST
文献作者:Fukushima,K.; et al.
参考来源:Kiso To Rinsho 1986,20(4),319


产品链接: CAS No. 88321-09-9››

产品链接: CAS No.96244-68-7››