4,1',6'-trichloro-4,1',6'-trideoxysucrose | 69414-04-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,1',6'-trichloro-4,1',6'-trideoxysucrose
• 英文别名: 1,6-dichloro-1,6-dideoxy-β-D-fructofuranosyl 4-chloro-4-deoxy-α-D-glucopyranoside；1,6-dichloro-1,6-dideoxy-β-D-fructofuranosyl-4-chloro-4-deoxy-α-galactopyranoside；1',6'-dichloro-1',6'-dideoxy-β-fructofuranasyl-4-chloro-4-deoxy-galactopyranoside；4,1',6'-trichlorogalactosucrose；sucralose；4,1',6'-Trichlorosucrose；(2R,3R,4R,5S,6R)-2-[(2R,3S,4S,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol
• CAS: 69414-04-6
• 化学式: C₁₂H₁₉Cl₃O₈
• 分子量: 397.637
• InChiKey: BAQAVOSOZGMPRM-UGDNZRGBSA-N

物化性质

• 沸点：
  669.4±55.0 °C(Predicted)
• 密度：
  1.69±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  129
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,1',6'-trichloro-4,1',6'-trideoxysucrose 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以89%的产率得到
  参考文献：
  名称：

  Synthesis and Structure of Novel Anhydrogalactosucrose Derivative

  摘要：

  一种新型无水半乳糖蔗糖衍生物由蔗糖制备而成。其结构通过单晶X射线衍射分析确定。晶体为单斜晶系，空间群P21，a = 5.40373(15)，b = 18.3877(5)，c = 7.68465(19) Å，a = 90.00，b = 103.299(3)，g = 90.00°，V = 743.08(4) Å3，Z = 2，F(000) = 376.0，Dc = 1.614g/cm3，μ = 4.307 mm-1，最终R = 0.0344，wR = 0.0881。共收集到6472个反射，其中2732个是独立的（Rint = 0.0286）。

  DOI：

  10.14233/ajchem.2014.18350
• 作为产物：
  描述：

  蔗糖 在 吡啶 、 氯化亚砜 作用下， 反应 8.0h， 以76%的产率得到4,1',6'-trichloro-4,1',6'-trideoxysucrose
  参考文献：
  名称：

  Synthesis and Structure of Novel Anhydrogalactosucrose Derivative

  摘要：

  一种新型无水半乳糖蔗糖衍生物由蔗糖制备而成。其结构通过单晶X射线衍射分析确定。晶体为单斜晶系，空间群P21，a = 5.40373(15)，b = 18.3877(5)，c = 7.68465(19) Å，a = 90.00，b = 103.299(3)，g = 90.00°，V = 743.08(4) Å3，Z = 2，F(000) = 376.0，Dc = 1.614g/cm3，μ = 4.307 mm-1，最终R = 0.0344，wR = 0.0881。共收集到6472个反射，其中2732个是独立的（Rint = 0.0286）。

  DOI：

  10.14233/ajchem.2014.18350

文献信息

• Generation of Phosphorus Oxychloride as by-Product from Phosphorus Pentachloride and DMF and its Use for Chlorination Reaction by Converting Into Vilsmeier-Haack Reagent
  申请人：Ratnam Rakesh

  公开号：US20090131653A1

  公开（公告）日：2009-05-21

  A process is described wherein after formation of first crop of Vilsmeier-Haack reagent by reacting Phosphorus Pentachloride with N,N-dimethylformamide to form a first crop of Vilsmeier reagent as insoluble crystals, a by-product of this reaction, the Phosphorus Oxy-Chloride, reacts with N,N-dimethylformamide to give a second crop of Vilsmeier reagent. This second crop of Vilsmeier reagent is soluble in DMF. This process makes it possible to double the yield of chlorinated substrate, such as sucrose-6-acetate or sucrose-6-benzoate, from the same quantity of Phosphorus Pentachloride.

  描述了一个过程，其中通过将五氯化磷与N,N-二甲基甲酰胺反应形成第一批Vilsmeier-Haack试剂，形成第一批Vilsmeier试剂作为不溶性晶体，该反应的副产物磷氧氯化物与N,N-二甲基甲酰胺反应，产生第二批Vilsmeier试剂。这第二批Vilsmeier试剂在DMF中是可溶的。这个过程可以使氯化底物的产量翻倍，比如从相同数量的五氯化磷中获得蔗糖-6-醋酸酯或蔗糖-6-苯甲酸酯。
• Acid Mediated Deacylation of 6-0-Trichlorogalactosurcrose to Trich-Lorogalactosucrose
  申请人：Ratnam Rakesh

  公开号：US20080300391A1

  公开（公告）日：2008-12-04

  A process is described for acid mediated deacylation of acyl derivatives of chlorinated sucrose compounds comprising generating a predominantly organic phase condition in a process stream requiring deacylation treatment but allowing an optimum quantity of water content which is capable of participating in a hydrolysis reaction; this objective being achieved for the said process stream by following steps of (a) adding to it alcoholic solvent in an amount such that water content of final reaction mixture is between about 5% to 0.5%, (b) adding acid chloride to the same (c) adjusting the pH to 4 by adding acetate buffer in a methanolic solution and, (d) stirring the reaction until deacylation is complete. This process can be integrated in a process for production of a chlorinated compound, involving use of dimethylformamide during the process, to achieve deacylation without decomposition of dimethylformamide as well as the chlorinated sucrose product.

  本文描述了一种酸介导的脱酰基氯化蔗糖衍生物的过程，包括在需要脱酰基处理的过程流中产生一种主要为有机相的条件，但允许最优水含量参与水解反应；通过以下步骤实现该目标：(a) 添加醇溶剂，使最终反应混合物的水含量在约5%至0.5%之间，(b) 添加酸氯化物，(c) 通过在甲醇溶液中添加乙酸盐缓冲溶液将pH调整为4，(d) 搅拌反应直至脱酰基反应完成。该过程可以集成到生产氯化化合物的过程中，包括在过程中使用二甲基甲酰胺，以实现脱酰基而不分解二甲基甲酰胺及氯化蔗糖产品。
• [EN] AN IMPROVED PROCESS FOR THE PREPARATION OF 1, 6-DICHLORO-1, 6-DIDE0XY-BETA-D-FRUCT0FURAN0SYL-4-CHL0R0-4-DE0XY-ALPHA-GALACT0PY RANOSIDE<br/>[FR] PROCÉDÉ AMÉLIORÉ D'OBTENTION DE 1,6-DICHLORO-1,6-DIDÉOXY-ß-D-FRUCTOFURANOSYL-4- CHLORO-4- DÉOXY-a-GALACTOPYRANOSIDE
  申请人：ALEMBIC LTD

  公开号：WO2009087677A1

  公开（公告）日：2009-07-16

  The present invention relates to an improved process for the preparation of 2, 3, 6, 3', 4'- Penta-O-acetylsucrose 6-PAS), formula (V) and sucralose, formula (I).

  本发明涉及一种改进的制备2,3,6,3',4'-五-O-乙酰基蔗糖6-磷酸酯(6-PAS)（式(V)）和三氯蔗糖（式(I)）的方法。
• SANKEY, GEORGE HENRY;HOMER, NIGEL JOHN
  作者：SANKEY, GEORGE HENRY、HOMER, NIGEL JOHN

  DOI：——

  日期：——
• TUILY, WILLIAM;VERNON, NICNOLAS M.;WALSH, PETER A.
  作者：TUILY, WILLIAM、VERNON, NICNOLAS M.、WALSH, PETER A.

  DOI：——

  日期：——