(3R)-cis-3-methyl-1-indanol | 156473-91-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (3R)-cis-3-methyl-1-indanol
• 英文别名: (1S,3R)-3-methyl-2,3-dihydro-1H-inden-1-ol
• CAS: 156473-91-5
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: LNQVCJCCOORXHZ-XCBNKYQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3R)-cis-3-methyl-1-indanol 生成 (-)-(R)-3-methyl-1-indanone
  参考文献：
  名称：

  Izumi Taeko, Murakami Satoshi, J. Chem. Technol. and Biotechnol, 60 (1994) N 1, S 23-29

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴-1-茚酮 在 sodium tetrahydroborate 、 碘 、 锌 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 36.5h， 生成 (3R)-cis-3-methyl-1-indanol
  参考文献：
  名称：

  Catalytic Enantioselective Negishi Reactions of Racemic Secondary Benzylic Halides

  摘要：

  This report describes the first enantioselective cross-couplings of racemic secondary benzylic halides, specifically, nickel-catalyzed Negishi reactions of bromides and chlorides. The catalyst components are commercially available and air-stable, and the reaction is not highly oxygen- or moisture-sensitive (it can be set up in the air). The method has been applied to the catalytic enantioselective synthesis of intermediates employed by others in the generation of bioactive compounds (e.g., trikentrin A and an androgen receptor agonist).

  DOI：

  10.1021/ja053751f

文献信息

• Asymmetric reduction of substituted indanones and tetralones catalyzed by chiral dendrimer and its application to the synthesis of (+)-sertraline
  作者：Guangyin Wang、Changwu Zheng、Gang Zhao

  DOI：10.1016/j.tetasy.2006.07.010

  日期：2006.8

  A recoverable dendrimeric supported prolinol was used as a catalyst in the asymmetric reduction of indanones and tetralones to give separable cis and trans isomers up to 97% ee. This method was also applied in the enantio selective synthesis of the antidepressant drug (+)-sertraline. (c) 2006 Elsevier Ltd. All rights reserved.
• Izumi Taeko, Murakami Satoshi, J. Chem. Technol. and Biotechnol, 60 (1994) N 1, S 23-29
  作者：Izumi Taeko, Murakami Satoshi

  DOI：——

  日期：——
• Catalytic Enantioselective Negishi Reactions of Racemic Secondary Benzylic Halides
  作者：Forrest O. Arp、Gregory C. Fu

  DOI：10.1021/ja053751f

  日期：2005.8.1

  This report describes the first enantioselective cross-couplings of racemic secondary benzylic halides, specifically, nickel-catalyzed Negishi reactions of bromides and chlorides. The catalyst components are commercially available and air-stable, and the reaction is not highly oxygen- or moisture-sensitive (it can be set up in the air). The method has been applied to the catalytic enantioselective synthesis of intermediates employed by others in the generation of bioactive compounds (e.g., trikentrin A and an androgen receptor agonist).