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    Enzymatic synthesis of optically active hydroxamic acids and their conversion to optically active primary amines by a lossen rearrangement
    1.
    发明授权
    Enzymatic synthesis of optically active hydroxamic acids and their conversion to optically active primary amines by a lossen rearrangement 失效
    光学活性异羟肟酸的酶合成及其通过失重重排转化成光学活性伯胺

    公开(公告)号：US06281003B1

    公开(公告)日：2001-08-28

    申请号：US09180747

    申请日：1999-04-05

    申请人： Beate Hirrlinger ,  Andreas Stolz ,  Hans-Joachim Knackmuss

    发明人： Beate Hirrlinger ,  Andreas Stolz ,  Hans-Joachim Knackmuss

    IPC分类号： C07C104

    CPC分类号： C12P41/006 ,  C12P13/02

    摘要： A method is described for the preparation of optically active hydroxamic acids of the general formula wherein R1, R2 and R3 are different and are a cyclic or linear, aliphatic or aromatic, substituted or unsubstituted hydrocarbon radical which can optionally contain heteroatoms, said method being characterized in that a racemate of chiral amides, carboxylic acid esters or carboxylic acids of the general formula wherein R1, R2 and R3 are as defined above and X is —NH2, —OR or —OH, R being any organic radical, is reacted with hydroxylamine, NH2OH, in the presence of an acyltransferase, and the optically active hydroxamic acid (I) formed is then separated from the unconverted enantiomer of general formula (II). The resulting optically active hydroxamic acid can be converted to the corresponding optically active primary amines by a Lossen rearrangement.

    摘要翻译： 描述了用于制备通式化合物的光学活性异羟肟酸的方法，其中R 1，R 2和R 3不同，并且是可任选地含有杂原子的环状或线性，脂族或芳族的取代或未取代的烃基，所述方法的特征在于 通式为R 1，R 2和R 3的手性酰胺，羧酸酯或羧酸的外消旋物如上所定义，X为-NH 2，-OR或-OH，R为任何有机基团，与羟胺NH 2 OH 在酰基转移酶的存在下，然后将形成的光学活性异羟肟酸（I）与未转化的通式（II）的对映异构体分离。 所得光学活性异羟肟酸可以通过Lossen重排转化成相应的光学活性伯胺。