(1R,2R)-1,2-diethoxy-1,2-diphenylethane | 195131-92-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1R,2R)-1,2-diethoxy-1,2-diphenylethane
• 英文别名: (R,R)-1,2-diphenylethane-1,2-diol diethyl ether；Dihydrobenzoindiethylether；(R,R)-1,2-diethoxy-1,2-diphenylethane；[(1R,2R)-1,2-diethoxy-2-phenylethyl]benzene
• CAS: 195131-92-1
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: VJOZEPWBHJOUCO-QZTJIDSGSA-N

物化性质

• 熔点：
  69.5-70.5 °C
• 沸点：
  328.3±37.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氢胺 、 碘乙烷 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以31%的产率得到(1R,2R)-1,2-diethoxy-1,2-diphenylethane
  参考文献：
  名称：

  催化不对称溴锂交换：建立轴向手性的新工具

  摘要：

  我们在这里介绍了通过二胺或二醚衍生物（0.5当量）催化的溴-锂交换对2,2'，6,6'-四溴代二苯1及其类似物的第一次催化去对称化，以高收率得到轴向手性化合物（高达89％）和高对映选择性（高达82％）。

  DOI：

  10.1002/adsc.201000517

文献信息

• Reductive Coupling of Aromatic Dialkyl Acetals Using the Combination of Zinc and Chlorotrimethylsilane in the Presence of Potassium Carbonate
  作者：Bunpei Hatano、Keita Nagahashi、Shigeki Habaue

  DOI：10.1246/cl.2007.1418

  日期：2007.12.5

  The treatment of aromatic acetals with zinc and chlorosilane in the presence of potassium carbonate in toluene brought about facile and effective reductive coupling to give the corresponding coupling products.

  在甲苯中，芳香性缩醛与锌及氯硅烷在碳酸钾的存在下反应，实现了简便而有效的还原偶联，生成相应的偶联产物。
• An Efficient Method for the Preparation of Vicinal Tertiary Diamines by Reductive Coupling of Aminoacetals Mediated by Low Valent Titanium Iodide Species
  作者：Naritoshi Yoshimura、Teruaki Mukaiyama

  DOI：10.1246/cl.2001.1334

  日期：2001.12

  Aminoacetals, easily prepared by condensation of aromatic aldehydes, secondary amines and alcohols, are reductively coupled by using low valent titanium iodide species to afford the corresponding coupling products, vicinal tertiary diamines, in good to high yields under mild reaction conditions.

  氨基缩醛很容易通过芳香醛、仲胺和醇的缩合制备，通过使用低价碘化钛物种还原偶联，在温和的反应条件下以良好到高产率得到相应的偶联产物，即邻位叔二胺。
• An external chiral ligand controlled enantioselective opening of oxirane and oxetane by organolithiums
  作者：Masashi Mizuno、Motomu Kanai、Akira Iida、Kiyoshi Tomioka

  DOI：10.1016/s0040-4020(97)00701-1

  日期：1997.8

  Enantioselective nucleophilic opening reactions of cyclohexene oxide and 3-phenyloxetane were achieved by the combination of an external chiral ligand and organolithiums in the presence of boron trifluoride to give the corresponding alcohols in up to 47% ee. (C) 1997 Elsevier Science Ltd.
• Novel cationic titanium(IV) Lewis acids and their use in asymmetric aldol reactions
  作者：Kaori Ishimaru、Keiji Monda、Yohsuke Yamamoto、Kin-ya Akiba

  DOI：10.1016/s0040-4020(97)10296-4

  日期：1998.1

  Novel cationic Lewis acids were generated by the addition of silver hexafluoroantimonate to titanium complexes 7 (TiCl4 .(R,R)-1,2-diphenylethane-1,2-diol dialkyl ether) or 8 (TiCl3(OR).(R,R)-1,2-diphenylethane-1,2-diol dialkyl ether) at -20 degrees C. Interestingly, the titanium complexes 7 or 8 could be isolated and the structures of 7c (TiCl4 .(R,R)-1,2-diphenylethane-1,2-diol di-n-propyl ether) and 8a (TiCl3(O-i-Pr).(R,R)-1,2-diphenylethane-1,2-diol dimethyl ether) were determined by X-ray analysis. Asymmetric aldol reaction using the cationic Lewis acids is also described. (C) 1997 Elsevier Science Ltd. All rights reserved.