Oxalysine-L, L-4-Oxalysine, I-677
O-(2-氨基乙基)-L-丝氨酸 L-4-噁溶菌素盐酸盐 Chemical Name: L-4-Oxalysine; O-(2-Aminoethyl)-L-serine
CAS No. 15219-97-3, 118021-35-5 (monoHCl), 997-44-4 (undefined stereoch.)
项目整合开发状态: Phase II
项目研究机构: Shanghai Institute Materia Medica (Originator)
合成路线:The interaction of 2-chloroethyl chloromethyl ether (I) and the sodium salt of 2-phthalimidomalonate (II) in dimethylformamide afforded the condensation product (III).An amino group was then introduced to the latter compound by means of potassium phthalimide (A),giving (IV).The racemic amino acid (V) could be obtained on removal of the phthalyl groups by treatment with hydrazine.However,the racemic phthalimide compound (IV) could be used directly for resolution through the brucine salt,and the protecting groups were then removed by hydrolysis with 6N hydrochloric acid.The levo-amino acid (V) was finally isolated as the dihydrochloride.
📌 参考资料/链接：
参考文献标题:The resolutiom of dl-4-oxalysine on experimental hepatittis
文献作者:Tesser,G.I.; Nivard,R.J.F.; Gruber,M.
参考来源:Recl Trav Chim Pays-Bas 1962,81713-719
📄 详细内容
合成路线:The interaction of 2-chloroethyl chloromethyl ether (I) and the sodium salt of 2-phthalimidomalonate (II) in dimethylformamide afforded the condensation product (III).An amino group was then introduced to the latter compound by means of potassium phthalimide (A),giving (IV).The racemic amino acid (V) could be obtained on removal of the phthalyl groups by treatment with hydrazine.However,the racemic phthalimide compound (IV) could be used directly for resolution through the brucine salt,and the protecting groups were then removed by hydrolysis with 6N hydrochloric acid.The levo-amino acid (V) was finally isolated as the dihydrochloride.
参考文献标题:L-4-Oxalysine dihydrochloride
文献作者:Ru-yun,J.
参考来源:Drugs Fut 1983,8(5),425