Intermediate of optically active 3-amino-2-hydroxypropionic acid cyclopropylamide derivative or salt thereof
    9.
    发明专利
    Intermediate of optically active 3-amino-2-hydroxypropionic acid cyclopropylamide derivative or salt thereof 有权
    光活性3-氨基-2-羟基丙酸酰基环丙酰胺衍生物或其盐的中间体

    公开(公告)号:JP2013209424A

    公开(公告)日:2013-10-10

    申请号:JP2013127772

    申请日:2013-06-18

    摘要: PROBLEM TO BE SOLVED: To provide a practical process for industrial production of an optically active 3-amino-2-hydroxypropionic acid cyclopropylamide derivative or a salt thereof useful as an intermediate of a medicine from a low cost and easily obtainable raw material, and useful intermediates thereof.SOLUTION: At first, an optically active epoxycarboxylic acid derivative is produced by an asymmetric reduction of an easily available 2-halo-3-oxopropionic acid derivative, followed by epoxidation of the resulting substance. Then, the optically active epoxycarboxylic acid derivative is reacted with cyclopropylamine to convert it into an optically active epoxyamide derivative, which derivative is then reacted with a nitrile to produce an optically active oxazolinamide derivative. Subsequently, an optically active 3-amino-2-hydroxypropionic acid cyclopropylamide derivative or a salt thereof is produced by a selective acid solvolysis of the oxazoline skeleton.

    摘要翻译: 要解决的问题:提供从低成本和容易获得的原料中用作药物中间体的光学活性3-氨基-2-羟基丙酸环丙基酰胺衍生物或其盐的工业生产的实用方法,并且可用 其中间体。解决方案:首先,通过不容易获得的2-卤代-3-氧代丙酸衍生物的不对称还原产生光学活性环氧羧酸衍生物,然后进行所得物质的环氧化。 然后,将光学活性环氧羧酸衍生物与环丙胺反应,将其转化为光学活性环氧酰胺衍生物,然后将该衍生物与腈反应,生成光学活性的恶唑啉酰胺衍生物。 随后,通过恶唑啉骨架的选择性酸溶剂解产生光学活性3-氨基-2-羟基丙酸环丙基酰胺衍生物或其盐。