合成路线:The condensation of p-anisaldehyde (I) with NaCN and NH4Cl in methanol - water,followed by an acid treatment and a steam distillation gives D,L-2-(p-methoxyphenyl)glycine (II),which is then demethylated by treatment with refluxing aqueous 48% HBr to D,L-2-(p-hydroxyphenyl)glycine (III) (1).The esterification of (III) by means of H2SO4 in refluxing ethanol gives the corresponding racemic ethyl ester (IV),which is treated with (+)-tartaric acid (V) in acetone - methanol,heated at 49 C,seeded with the apropriate L-hemitartrate and allowed to cool yielding the L-hemitartrate of 2-(p-hydroxyphenyl)glycine ethyl ester (VI).The partial hydrolysis of (VI) with NaOH in water yields ethyl L-2-(p-hydroxyphenyl)glycinate (L)-(IV),which is finally hydrolyzed with NaOH (2).
参考文献标题:Synthesis of aminoacids from the hydrolisis of actinoidin
文献作者:Bognar,R.; et al.
参考来源:Antibiot 1964,9(10),875-880
合成路线:The condensation of p-anisaldehyde (I) with NaCN and NH4Cl in methanol - water,followed by an acid treatment and a steam distillation gives D,L-2-(p-methoxyphenyl)glycine (II),which is then demethylated by treatment with refluxing aqueous 48% HBr to D,L-2-(p-hydroxyphenyl)glycine (III) (1).The esterification of (III) by means of H2SO4 in refluxing ethanol gives the corresponding racemic ethyl ester (IV),which is treated with (+)-tartaric acid (V) in acetone - methanol,heated at 49 C,seeded with the apropriate L-hemitartrate and allowed to cool yielding the L-hemitartrate of 2-(p-hydroxyphenyl)glycine ethyl ester (VI).The partial hydrolysis of (VI) with NaOH in water yields ethyl L-2-(p-hydroxyphenyl)glycinate (L)-(IV),which is finally hydrolyzed with NaOH (2).
参考文献标题:Oxfenicine
文献作者:Blancafort,P.; Serradell,M.N.; Castar,J.; Hillier,K.
参考来源:Drugs Fut 1981,6(3),146
产品链接: CAS No. 32462-30-9››