(S,S)-3-(glycidyloxy)-2,2'-bis(methoxymethyloxy)-1,1'-binaphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S,S)-3-(glycidyloxy)-2,2'-bis(methoxymethyloxy)-1,1'-binaphthalene
• 英文别名: (2S)-2-[[3-(methoxymethoxy)-4-[2-(methoxymethoxy)naphthalen-1-yl]naphthalen-2-yl]oxymethyl]oxirane
• 化学式: C₂₇H₂₆O₆
• 分子量: 446.5
• InChiKey: PPIPDBMQSYIBNK-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  S-1,1'-联-2-萘酚 在 copper(l) iodide 、 正丁基锂 、 1,10-菲罗啉 、 四丁基溴化铵 、 碘 、 sodium hydride 、 potassium hydroxide 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 22.0h， 生成 (S,S)-3-(glycidyloxy)-2,2'-bis(methoxymethyloxy)-1,1'-binaphthalene
  参考文献：
  名称：

  Chiral polyethers derived from BINOL and ECH as highly enantioselective and efficient catalysts for the borane reduction of prochiral ketones

  摘要：

  Two novel polyethers derived from BINOL were synthesized and used to induce the enantioselective borane reduction of prochiral ketones. The polyethers gave the expected secondary alcohols with up to 98% yields and over 99% ee values. The recovered polyethers could be reused for many times to induce the enantioselective reduction of prochiral ketones without losing their enantioselective induction ability. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2015.01.007

文献信息

• Chiral polyethers derived from BINOL and ECH as highly enantioselective and efficient catalysts for the borane reduction of prochiral ketones
  作者：An-Lin Zhang、Zeng-da Yu、Li-Wen Yang、Nian-Fa Yang、Dan Peng

  DOI：10.1016/j.molcata.2015.01.007

  日期：2015.3

  Two novel polyethers derived from BINOL were synthesized and used to induce the enantioselective borane reduction of prochiral ketones. The polyethers gave the expected secondary alcohols with up to 98% yields and over 99% ee values. The recovered polyethers could be reused for many times to induce the enantioselective reduction of prochiral ketones without losing their enantioselective induction ability. (C) 2015 Elsevier B.V. All rights reserved.