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1. 发明授权

US09029164B2 Analytical methods for analyzing and determining impurities in dianhydrogalactitol 有权
标题翻译：分析和测定二缩水甘油醇中杂质的分析方法
公开(公告)号：US09029164B2
公开(公告)日：2015-05-12
申请号：US14083135
申请日：2013-11-18
申请人： Del Mar Pharmaceuticals
发明人： Xiaoyun Lu , Mike Tso-Ping Li
IPC分类号： G01N33/15 , G01N21/49 , G01N30/88
CPC分类号： G01N33/15 , G01N21/49 , G01N30/88 , G01N2030/8813 , G01N2030/8872 , Y10T436/142222 , Y10T436/203332
摘要： An improved analytical method for analysis of dianhydrogalactitol preparations provides a method for determining the purity of dianhydrogalactitol and detecting impurities in preparations of dianhydrogalactitol, as well as identifying any such impurities. The method employs high performance liquid chromatography (HPLC), in particular, HPLC with evaporative light scattering detection (ELSD); the HPLC can be followed by tandem mass spectroscopy. The method can further comprise the step of performing preparative HPLC collection of at least one specific substance peak present in a preparation of dianhydrogalactitol.
摘要翻译：用于分析二缩水甘油醇制剂的改进的分析方法提供了测定二缩水甘油醇的纯度并检测二脱水半乳糖醇制剂中的杂质以及鉴定任何这些杂质的方法。该方法采用高效液相色谱（HPLC），特别是带有蒸发光散射检测（ELSD）的HPLC; HPLC后可以进行串联质谱。该方法还可以包括进行制备HPLC收集存在于二脱水半乳糖制剂中的至少一种特定物质峰的步骤。

2. 发明授权

US09085544B2 Method of synthesis of substituted hexitols such as dianhydrogalactitol 有权
标题翻译：取代己醇如二缩水甘油醇的合成方法
公开(公告)号：US09085544B2
公开(公告)日：2015-07-21
申请号：US14072603
申请日：2013-11-05
申请人： Del Mar Pharmaceuticals
发明人： Dennis M. Brown , Mike Tso-Ping Li
IPC分类号： C07D301/19 , C07D303/14
CPC分类号： C07D301/19 , C07D303/14
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。

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