Improved synthesis and resolution of β-(3-pyridyl)-DL-α-alanine

Improved synthesis and resolution of β-(3-pyridyl)-DL-α-alanine
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改进 β-(3-吡啶基)-DL-α-丙氨酸的合成和分离

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发表时间:
2009
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通讯作者:
J. Stȩpiński
J. Stȩpiński
中科院分区:
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文献类型:
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作者:
K. Folkers;T. Kubiak;J. Stȩpiński

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以3-吡啶二醛为原料,经氮化内酯水解成丙烯酸,合成了-苯并脒-(3-吡啶基)- dl -丙氨酸盐酸盐。甲酯被枯草菌素有效分解。由于d -异构体用于合成促黄体生成素释放激素的拮抗剂,因此确定了d -异构体的光学纯度。
beta-Benzamido-alpha-(3-pyridyl)-DL-alpha-alanine hydrochloride was synthesized from 3-pyridinecarboxyaldehyde via the azlactone which was hydrolyzed to the acrylic acid before hydrogenation. The methyl ester was effectively resolved with subtilisin. The optical purity of the D-isomer was established, since the D-isomer was used in synthesis of antagonists of the luteinizing hormone releasing hormone.