CAJ | 학술논문

采用谷氨酸席夫碱Ni(Ⅱ)配合物法合成L-茶氨酸.手性助剂——2-[N-(N′-苄基)-脯氨酰]-氨基-二苯甲酮(BPB)、六水合氯化镍和L-谷氨酸反应,将谷氨酸的α-羧基和氨基进行同时保护,得到谷氨酸席夫碱Ni(Ⅱ)配合物;通过接肽试剂与乙胺盐酸盐反应,得到茶氨酸席夫碱Ni(Ⅱ)配合物,经酸水解后离交分离,获得L-茶氨酸,3步反应总收率为70%.手性辅基BPB可回收,回收率超过90%.中间产物和终产物的结构经由 ~1HNMR、HRMS和旋光表征.
채용곡안산석부감Ni(Ⅱ)배합물법합성L-다안산.수성조제——2-[N-(N′-변기)-포안선]-안기-이분갑동(BPB)、륙수합록화얼화L-곡안산반응,장곡안산적α-최기화안기진행동시보호,득도곡안산석부감Ni(Ⅱ)배합물;통과접태시제여을알염산염반응,득도다안산석부감Ni(Ⅱ)배합물,경산수해후리교분리,획득L-다안산,3보반응총수솔위70%.수성보기BPB가회수,회수솔초과90%.중간산물화종산물적결구경유 ~1HNMR、HRMS화선광표정.
L-Theanine was synthesized via Ni(Ⅱ) complex of glutamic acid′s Schiff base.Through reacting with chiral auxiliary 2-[N-(N′-benzyl-prolyl)amino]benzophenone and NiCl2,the α-carboxyl and amino groups of L-glutamic acid were co-protected as Schiff base.After amidation reaction,the complex of L-theanine′s Schiff base was formed.Finally,L-theanine was obtained in an overall 70% yield by hydrolysis of the complex and separation of hydrolyzed mixtures in an ion exchanger column.The chiral auxiliary could be recovered in a yield exceeding 90%.Structures of intermediates and final products were characterized by ~1HNMR,HRMS and optical rotation measurements.