(2S,3R,4R,5S)-1,6-dibromohexane-2,3,4,5-tetrol

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (2S,3R,4R,5S)-1,6-dibromohexane-2,3,4,5-tetrol
• 化学式: C₆H₁₂Br₂O₄
• 分子量: 307.96
• InChiKey: VFKZTMPDYBFSTM-ZXXMMSQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

文献信息

• METHOD OF SYNTHESIS OF SUBSTITUTED HEXITOLS SUCH AS DIANHYDROGALACTITOL
  申请人：DEL MAR PHARMACEUTICALS

  公开号：US20150329511A1

  公开（公告）日：2015-11-19

  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 S N 2 reaction. Other methods for the synthesis of dianhydrogalactitol from dulcitol are described.

  本发明提供了一种合成和纯化二缩醇的有效方法，例如二缩乳糖醇。一般而言，针对二缩乳糖醇，该方法包括：（1）在约80℃的温度下，将甜菜醇与浓盐酸溶液反应，以产生二溴缩乳糖醇；（2）将二溴缩乳糖醇与t-丁醇中的碳酸钾反应，以产生二缩乳糖醇；以及（3）使用乙醚的悬浮液纯化二缩乳糖醇，以产生纯化的二缩乳糖醇。另一种方法从甜菜醇中产生二缩乳糖醇；该方法包括：（1）将甜菜醇与反应物反应，将甜菜醇的1,6-羟基转化为有效的离去基，以生成中间体；（2）将中间体与无机弱碱反应，通过分子内SN2反应产生二缩乳糖醇。还描述了从甜菜醇合成二缩乳糖醇的其他方法。
• METHOD OF SYNTHESIS OF SUBSTISTUTED HEXITOLS SUCH AS DIANHYDROGALACTITOL
  申请人：Brown Dennis M.

  公开号：US20130211111A1

  公开（公告）日：2013-08-15

  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.
• US8563758B2
  申请人：——

  公开号：US8563758B2

  公开（公告）日：2013-10-22
• US8921585B2
  申请人：——

  公开号：US8921585B2

  公开（公告）日：2014-12-30
• US9085544B2
  申请人：——

  公开号：US9085544B2

  公开（公告）日：2015-07-21