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    Process for preparing 2,3-disubstituted indoles
    4.
    发明授权
    Process for preparing 2,3-disubstituted indoles 有权
    制备2,3-二取代吲哚的方法

    公开(公告)号：US07642352B2

    公开(公告)日：2010-01-05

    申请号：US11351411

    申请日：2006-02-10

    申请人： Ahmad Khodabocus ,  Zhi-Hui Lu ,  Chris Hugh Senanayake ,  Hanxun Wei ,  Yongda Zhang

    发明人： Ahmad Khodabocus ,  Zhi-Hui Lu ,  Chris Hugh Senanayake ,  Hanxun Wei ,  Yongda Zhang

    IPC分类号： C07D403/04

    CPC分类号： C07D209/10 ,  C07D209/08 ,  C07D209/12 ,  C07D401/04 ,  C07D403/04 ,  C07D409/04

    摘要： Disclosed are processes for making 2,3 disubstituted indole compounds such as compounds of general formula I comprised of the steps of a) reacting a bromoindole compound (i) with a dialkoxyl C1-5 borane in the presence of a ligand, a palladium catalyst and a base to make a compound of general formula (ii); or alternatively reacting compound (i) with a trialkyl magnesiate reagent, followed by treatment with a borate; b) reacting the product of step a with a R2-Hal where R2-Hal is defined herein.

    摘要翻译： 公开了制备2,3二取代的吲哚化合物的方法，例如通式I的化合物，其包括以下步骤：a）在配体，钯催化剂和钯催化剂存在下使溴吲哚化合物（i）与二烷氧基C1-5硼烷反应， 制备通式（ii）的化合物的碱; 或者使化合物（i）与三烷基氧化镁试剂反应，然后用硼酸盐处理; b）使步骤a的产物与本文定义R 2 Hal的R 2-Hal反应。

    Stereoselective process for alkyl phenylglycolic acids
    5.
    发明授权
    Stereoselective process for alkyl phenylglycolic acids 有权
    烷基苯基乙醇酸的立体选择性方法

    公开(公告)号：US06376684B1

    公开(公告)日：2002-04-23

    申请号：US09711776

    申请日：2000-11-13

    申请人： Chris Hugh Senanayake ,  Paul T. Grover

    发明人： Chris Hugh Senanayake ,  Paul T. Grover

    IPC分类号： C07D30793

    CPC分类号： C07D317/34 ,  C07C51/353 ,  C07C59/54

    摘要： A process for preparing an alkyl phenylglycolic acid is disclosed. It follows the sequence of condensing a substituted acetaldehyde with mandelic acid to provide a 5-phenyl-1,3-dioxolan-4-one, which is condensed with an alkyl ketone or aldehyde to provide a 5-(1-hydroxyalkyl)-5-phenyl-1,3-dioxolan-4-one, which is dehydrated to a 5-(1-alkenyl)-5-phenyl-1,3-dioxolan-4-one. The 5-(1-alkenyl)-5-phenyl-1,3-dioxolan-4-one may be hydrolyzed and reduced to an &agr;-alkylphenylglycolic acid or the hydrolysis and reduction steps may be reversed. The process enables the production of single enantiomers of cyclohexylphenylglycolic acid (CHPGA). An analogous process for racemic CHPGA is disclosed employing racemic mandelic acid and acetone. Novel intermediates in the process are also disclosed.

    摘要翻译： 公开了一种制备烷基苯基乙醇酸的方法。 它遵循将取代的乙醛与扁桃酸缩合的顺序，得到5-烷基酮或醛缩合的5-苯基-1,3-二氧戊环-4-酮，得到5-（1-羟基烷基）-5 - 苯基-1,3-二氧戊环-4-酮，将其脱水至5-（1-烯基）-5-苯基-1,3-二氧戊环-4-酮。 可以将5-（1-烯基）-5-苯基-1,3-二氧戊环-4-酮水解并还原成α-烷基苯基乙醇酸，或者可以逆转水解和还原步骤。 该方法能够生产环己基苯基乙醇酸（CHPGA）的单一对映异构体。 公开了外消旋CHPGA的类似方法，其使用外消旋扁桃酸和丙酮。 还公开了该方法中的新型中间体。

    Stereoselective process for alkyl phenylglycolic acids
    6.
    发明授权
    Stereoselective process for alkyl phenylglycolic acids 失效
    烷基苯基乙醇酸的立体选择性方法

    公开(公告)号：US06180823B2

    公开(公告)日：2001-01-30

    申请号：US09187832

    申请日：1998-11-06

    申请人： Chris Hugh Senanayake ,  Paul T. Grover

    发明人： Chris Hugh Senanayake ,  Paul T. Grover

    IPC分类号： C07C5730

    CPC分类号： C07D317/34 ,  C07C51/353 ,  C07C59/54

    摘要： A process for preparing an alkyl phenylglycolic acid is disclosed. It follows the sequence of condensing a substituted acetaldehyde with mandelic acid to provide a 5-phenyl-1,3-dioxolan-4-one, which is condensed with an alkyl ketone or aldehyde to provide a 5-(1-hydroxyalkyl)-5-phenyl-1,3-dioxolan-4-one, which is dehydrated to a 5-(1-alkenyl)-5-phenyl-1,3-dioxolan-4-one. The 5-(1-alkenyl)-5-phenyl-1,3-dioxolan-4-one may be hydrolyzed and reduced to an &agr;-alkylphenylglycolic acid or the hydrolysis and reduction steps may be reversed. The process enables the production of single enantiomers of cyclohexylphenylglycolic acid (CHPGA). An analogous process for racemic CHPGA is disclosed employing racemic mandelic acid and acetone. Novel intermediates in the process are also disclosed.

    摘要翻译： 公开了一种制备烷基苯基乙醇酸的方法。 它遵循将取代的乙醛与扁桃酸缩合的顺序，得到5-烷基酮或醛缩合的5-苯基-1,3-二氧戊环-4-酮，得到5-（1-羟基烷基）-5 - 苯基-1,3-二氧戊环-4-酮，将其脱水至5-（1-烯基）-5-苯基-1,3-二氧戊环-4-酮。 可以将5-（1-烯基）-5-苯基-1,3-二氧戊环-4-酮水解并还原成α-烷基苯基乙醇酸，或者可以逆转水解和还原步骤。 该方法能够生产环己基苯基乙醇酸（CHPGA）的单一对映异构体。 公开了外消旋CHPGA的类似方法，其使用外消旋扁桃酸和丙酮。 还公开了该方法中的新型中间体。