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    • 8. 发明申请
    • METHOD OF SYNTHESIS OF SUBSTITUTED HEXITOLS SUCH AS DIANHYDROGALACTITOL
    • 合成替代HEXITOLS等作为二氢吡咯烷酮的方法
    • US20150329511A1
    • 2015-11-19
    • US14550131
    • 2014-11-21
    • DEL MAR PHARMACEUTICALS
    • Dennis M. BROWNMike Tso-Ping LI
    • C07D301/24C07D303/14C07C29/62
    • C07D301/24C07C29/62C07D303/14C07D493/04
    • 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.
    • 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。