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    Chiral resolution method for producing compounds useful in the synthesis of taxanes
    9.
    发明授权
    Chiral resolution method for producing compounds useful in the synthesis of taxanes 失效
    用于合成紫杉烷的化合物的手性拆分方法

    公开(公告)号：US06653501B2

    公开(公告)日：2003-11-25

    申请号：US09894811

    申请日：2001-06-27

    申请人： James D. McChesney ,  Herbert R. Brinkman ,  Siead Zegar ,  David Baehr

    发明人： James D. McChesney ,  Herbert R. Brinkman ,  Siead Zegar ,  David Baehr

    IPC分类号： C07C27100

    CPC分类号： C07C227/34 ,  C07B2200/07 ,  C07C229/34 ,  Y02P20/55

    摘要： A method is provided for processing a solution having optical isomers to obtain a (2R,3S) target isomer: wherein P1 is H or a hydroxyl protecting group, R1 is H, an alkyl group, an olefinic group or an aromatic group, and R2 is H or R3CO, where R3 is an alkyl group, an olefinic group, an aromatic group, an O-alkyl group, an O-olefinic group or an O-aromatic group, provided that R1 is not H when R3 is Ph and P1 is H. The method includes passing the solution through a chromatographic stationary phase, such as S,S Whelk-O, that has a greater affinity for one of the target isomer and an optical isomer thereof. A portion of the solution with the target isomer is then collected. The solution may be a racemic mixture of (±)-N-CBZ-3-phenylisoserine ethyl ester.

    摘要翻译： 提供了一种用于处理具有光学异构体的溶液以获得（2R，3S）靶异构体的方法：其中P1为H或羟基保护基，R1为H，烷基，烯基或芳基，R2为 是H或R3CO，其中R3是烷基，烯基，芳基，O-烷基，O-烯烃基或O-芳族基，条件是R 1不为H， 3>是Ph，P 1是H.该方法包括使溶液通过色谱固定相，例如S，S Whelk-O，其对靶异构体之一和其光学异构体具有更大的亲和力。 然后收集一部分具有靶异构体的溶液。 该溶液可以是（±）-N-CBZ-3-苯基异丝氨酸乙酯的外消旋混合物。