发明名称 |
METHOD OF SYNTHESIS OF SUBSTITUTED HEXITOLS SUCH AS DIANHYDROGALACTITOL |
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. |
申请公布号 |
US2014155638(A1) |
申请公布日期 |
2014.06.05 |
申请号 |
US201313933751 |
申请日期 |
2013.07.02 |
申请人 |
DEL MAR PHARMACEUTICALS |
发明人 |
BROWN DENNIS M. |
分类号 |
C07D301/02;C07D301/03;C07D301/26 |
主分类号 |
C07D301/02 |
代理机构 |
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代理人 |
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主权项 |
1. A method for synthesizing dianhydrogalactitol (DAG) using dulcitol as a starting material comprising the steps of:
(a) reacting dulcitol with a reactant to convert the 1,6-hydroxy groups of dulcitol to an effective leaving group to generate an intermediate; and (b) reacting the intermediate with an inorganic weak base to produce dianhydrogalactitol through an intramolecular SN2 reaction.
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地址 |
VANCOUVER CA |