MK-872
Chemical Name: 3-Hydroxy-alpha-ethyl-L-tyrosine 1-(2,2-dimethyl-1-oxopropoxy)ethyl ester phosphate monohydrate
CAS No. 55943-64-1 (anhydrous HCl)
项目整合开发状态: Biological Testing
项目研究机构: Merck & Co. (Originator)
合成路线:A mixture of 3-hydroxy-alpha-methyl-L-tyronsine (I),alpha-chloroethylpivalate (II) and tetramethylurea (III) is heated at 70-5 C to yield the pivaloyloxyethyl ester hydrochloride (IV).The reaction mixture is diluted with methyl isobutyl ketone and filtered.The filtrate is washed sequentially with saturated NaHCO3 and NaCl solution.Crystallization of 3-hydroxy-a-methyl-L-tyrosine 1-(2,2-dimethyl-1-oxopropoxy)ethyl ester (V) is induced by seeding the solution of (V) in methyl isobutyl ketone.The phosphate or tartrate of (V) may be obtained by adding dilute aqueous e phosphoric acid or tartaric acid to an ethyl acetate: solution of (V).
📌 参考资料/链接：
参考文献标题:Crystalline diastereomeric L-alpha-methyldopa POE ester and process for its preparation
文献作者:Budavari,J.(Merck & Co.,Inc.)
参考来源:EP 0087680; JP 58164556; US 4440942
📄 详细内容
合成路线:A mixture of 3-hydroxy-alpha-methyl-L-tyronsine (I),alpha-chloroethylpivalate (II) and tetramethylurea (III) is heated at 70-5 C to yield the pivaloyloxyethyl ester hydrochloride (IV).The reaction mixture is diluted with methyl isobutyl ketone and filtered.The filtrate is washed sequentially with saturated NaHCO3 and NaCl solution.Crystallization of 3-hydroxy-a-methyl-L-tyrosine 1-(2,2-dimethyl-1-oxopropoxy)ethyl ester (V) is induced by seeding the solution of (V) in methyl isobutyl ketone.The phosphate or tartrate of (V) may be obtained by adding dilute aqueous e phosphoric acid or tartaric acid to an ethyl acetate: solution of (V).
参考文献标题:MK-872
文献作者:Vickers,S.
参考来源:Drugs Fut 1985,10(7),563