per-6-O-tert-butydimethylsilyl-2,3-di-O-chloroacetyl-β-CD | 1186319-97-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: per-6-O-tert-butydimethylsilyl-2,3-di-O-chloroacetyl-β-CD
• 英文别名: [(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-5,10,15,20,25,30,35-heptakis[[tert-butyl(dimethyl)silyl]oxymethyl]-37,38,39,40,41,42,43,44,45,46,47,48,49-tridecakis[(2-chloroacetyl)oxy]-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-36-yl] 2-chloroacetate
• CAS: 1186319-97-0
• 化学式: C₁₁₂H₁₈₂Cl₁₄O₄₉Si₇
• 分子量: 3005.59
• InChiKey: XOHAYCVDJTXYJB-KTAVEBOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.03
• 重原子数：
  182
• 可旋转键数：
  70
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  562
• 氢给体数：
  0
• 氢受体数：
  49

反应信息

• 作为反应物：
  描述：

  per-6-O-tert-butydimethylsilyl-2,3-di-O-chloroacetyl-β-CD 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以1.49 g的产率得到per-2,3-di-O-chloroacetyl-β-cyclodextrin
  参考文献：
  名称：

  Effective syntheses of per-2,3-di- and per-3-O-chloroacetyl-β-cyclodextrins: A new kind of ATRP initiators for star polymers

  摘要：

  Selective chloroacetylations at per-2,3- and per-3-positions of beta-cycloclextrin have been achieved via protection-deprotection methods. The reaction condition of pH >4 controlled by appropriate proton scavenger is essential for obtaining designed chloroacetylation degree under effective protection, as well as for high yield with less side-products. The B-cyclodextrin derivatives with 14 or 7 chloroacetyl groups are useful initiators for synthesizing star polymers with well-defined structure by atom transfer radical polymerization. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.140
• 作为产物：
  描述：

  七-6-(二甲基-叔-丁基甲硅烷基)-β-环糊精 、 氯乙酰氯 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 8.0h， 以80.2%的产率得到per-6-O-tert-butydimethylsilyl-2,3-di-O-chloroacetyl-β-CD
  参考文献：
  名称：

  Effective syntheses of per-2,3-di- and per-3-O-chloroacetyl-β-cyclodextrins: A new kind of ATRP initiators for star polymers

  摘要：

  Selective chloroacetylations at per-2,3- and per-3-positions of beta-cycloclextrin have been achieved via protection-deprotection methods. The reaction condition of pH >4 controlled by appropriate proton scavenger is essential for obtaining designed chloroacetylation degree under effective protection, as well as for high yield with less side-products. The B-cyclodextrin derivatives with 14 or 7 chloroacetyl groups are useful initiators for synthesizing star polymers with well-defined structure by atom transfer radical polymerization. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.140