naphthyl trityl ether

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: naphthyl trityl ether
• 英文别名: 1-Trityloxynaphthalene
• 化学式: C₂₉H₂₂O
• 分子量: 386.493
• InChiKey: URVZQQXQBVPYRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  naphthyl trityl ether 在 indium(III) triflate 、 水 、 sodium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 3.5h， 以95%的产率得到萘酚
  参考文献：
  名称：

  In(III) triflate-catalyzed detritylation and glycosylation by solvent-free ball milling

  摘要：

  A highly efficient In(III) triflate-assisted method for the detritylation of O-trityl derivatives of carbohydrates, phenols, and alcohols using solvent-free mechanochemical method is described. In the case of carbohydrates, further reaction in the presence of an acceptor sugar leads to highly efficient glycosylation in the same pot resulting in the formation of the desired glycoside-product in very high yields. The method was applied successfully to the synthesis of a combinatorial library of galactose-based (1,6)-linked cyclo-hexa-, hepta-, and octasaccharides on gram scale. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.08.002

文献信息

• US4482489A
  申请人：——

  公开号：US4482489A

  公开（公告）日：1984-11-13
• In(III) triflate-catalyzed detritylation and glycosylation by solvent-free ball milling
  作者：Vajinder Kumar、Narender Yadav、K.P. Ravindranathan Kartha

  DOI：10.1016/j.carres.2014.08.002

  日期：2014.10

  A highly efficient In(III) triflate-assisted method for the detritylation of O-trityl derivatives of carbohydrates, phenols, and alcohols using solvent-free mechanochemical method is described. In the case of carbohydrates, further reaction in the presence of an acceptor sugar leads to highly efficient glycosylation in the same pot resulting in the formation of the desired glycoside-product in very high yields. The method was applied successfully to the synthesis of a combinatorial library of galactose-based (1,6)-linked cyclo-hexa-, hepta-, and octasaccharides on gram scale. (C) 2014 Elsevier Ltd. All rights reserved.