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    Method of synthesis of substituted hexitols such as dianhydrogalactitol
    8.
    发明授权
    Method of synthesis of substituted hexitols such as dianhydrogalactitol 有权
    取代己醇如二缩水甘油醇的合成方法

    公开(公告)号：US08921585B2

    公开(公告)日：2014-12-30

    申请号：US13933751

    申请日：2013-07-02

    申请人： Del Mar Pharmaceuticals

    发明人： Dennis M. Brown

    IPC分类号： C07D303/14 ,  C07D301/24 ,  C07D301/26 ,  C07D301/03 ,  C07D301/02

    CPC分类号： C07D301/02 ,  C07D301/03 ,  C07D301/26

    摘要： The present invention provides an efficient method of synthesizing and purifying dianhydrohexitols such as dianhydrogalactitol. In general, as applied to dianhydrogalactitol, the method comprises: (1) reacting dulcitol with a concentrated solution of hydrobromic acid at a temperature of about 80° C. to produce dibromogalactitol; (2) reacting the dibromogalactitol with potassium carbonate in t-butanol to produce dianhydrogalactitol; and (3) purifying the dianhydrogalactitol using a slurry of ethyl ether to produce purified dianhydrogalactitol. Another method produces dianhydrogalactitol from dulcitol; this method comprises: (1) reacting dulcitol with a reactant to convert the 1,6-hydroxy groups of dulcitol to an effective leaving group to generate an intermediate; and (2) reacting the intermediate with an inorganic weak base to produce dianhydrogalactitol through an intramolecular SN2 reaction. Other methods for the synthesis of dianhydrogalactitol from dulcitol are described.

    摘要翻译： 本发明提供了合成和纯化二脱水己糖醇如二脱水半乳糖醇的有效方法。 通常，应用于二氢半乳糖醇时，该方法包括：（1）在约80℃的温度下使糊精与氢溴酸的浓缩溶液反应，生产二溴乳糖醇; （2）使二溴乳糖醇与碳酸钾在叔丁醇中反应，生成二脱水半乳糖; 和（3）使用乙醚的浆液纯化二脱水半乳糖醇以产生纯化的二脱水半乳糖醇。 另一种方法由二糖醇制得二脱水半乳糖醇; 该方法包括：（1）使杜仲醇与反应物反应，以将曲奇醇的1,6-羟基转化为有效的离去基团以产生中间体; 和（2）使中间体与无机弱碱反应，通过分子内SN2反应产生二脱水半乳糖。 描述了从杜尔醇醇合成二脱水半乳糖醇的其它方法。

    Process for the manufacture of epoxybutanol intermediates
    10.
    发明授权
    Process for the manufacture of epoxybutanol intermediates 有权
    制备环氧丁醇中间体的方法

    公开(公告)号：US07816537B2

    公开(公告)日：2010-10-19

    申请号：US12085617

    申请日：2006-11-29

    申请人： Marc Muller ,  Lin Xu

    发明人： Marc Muller ,  Lin Xu

    IPC分类号： C07D301/32 ,  C07D303/14 ,  C07D249/08 ,  C07D277/24

    CPC分类号： C07D309/12 ,  Y02P20/55

    摘要： Disclosed is a process for the manufacture of a compound of formula (I) wherein Hal represents fluoro or chloro, and R1 and R2 represent, independently from one another, hydrogen or Hal; in which process a compound of formula (II) is converted to a corresponding alkyl, fluoroalkyl or aryl sulfonic acid ester, which is then reacted with an alkali metal nitrite in the presence of a suitable crown ether in a polar non-nucleophilic solvent at a temperature of −10 to 50° C. to give the compound of formula (I).

    摘要翻译： 公开了制备式（I）化合物的方法，其中Hal表示氟或氯，并且R 1和R 2彼此独立地表示氢或Hal; 在该方法中将式（II）化合物转化为相应的烷基，氟烷基或芳基磺酸酯，然后在极性非亲核溶剂中，在合适的冠醚存在下，与碱金属亚硝酸盐反应， 温度为-10〜50℃，得到式（I）的化合物。