(1S,2R)-cis-2-acetoxycyclohexyl benzoate | 37844-64-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1S,2R)-cis-2-acetoxycyclohexyl benzoate
• 英文别名: cis-2-Acetoxy-benzoyloxycyclohexan；cis-1-Acetoxy-2-benzoyloxycyclohexan；(1S,2R)-cis-benzoic acid 2-acetoxycyclohexyl ester；[(1S,2R)-2-acetyloxycyclohexyl] benzoate
• CAS: 37844-64-7；64503-98-6；86703-66-4；86703-67-5
• 化学式: C₁₅H₁₈O₄
• 分子量: 262.306
• InChiKey: YDPDVJJOIYORHB-KGLIPLIRSA-N

物化性质

• 沸点：
  355.1±35.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-环己二醇 生成 (1S,2R)-cis-2-acetoxycyclohexyl benzoate
  参考文献：
  名称：

  Anchisi, Carlo; Maccioni, Antonio; Maccioni, Anna Maria, Gazzetta Chimica Italiana, 1983, vol. 113, # 1/2, p. 73 - 76

  摘要：

  DOI：

文献信息

• Kinetic Resolution of Secondary Alcohols by the Combination of a Chiral Brønsted Acid, DABCO, and Acetyl Chloride
  作者：Hiroki Mandai、Kyouta Murota、Koichi Mitsudo、Seiji Suga

  DOI：10.1021/ol301373x

  日期：2012.7.6

  An efficient and simple protocol for the kinetic resolution of secondary alcohols is presented. The new system is based on a combination of chiral Brønsted acid, DABCO, and acetyl chloride and gives various enantioenriched alcohols with selectivity factors up to 105.

  提出了一种高效简单的仲醇动力学拆分方法。该新系统基于手性布朗斯台德酸，DABCO和乙酰氯的组合，可提供各种对映体富集的醇，选择性系数高达105。
• Kinetic Resolution of Secondary Alcohols by Chiral DMAP Derivatives Prepared by the Ugi Multicomponent Reaction
  作者：Hiroki Mandai、Seiji Suga、Shunsuke Irie、Masaru Akehi、Kazunobu Yuri、Masaaki Yoden、Koichi Mitsudo

  DOI：10.3987/com-12-12624

  日期：——

  The kinetic resolution of secondary alcohols was examined by new chiral DMAP derivatives, which can readily be prepared by the Ugi multicomponent reaction in a one-pot operation. The initial screening of DMAP derivatives indicated that the catalyst bearing L-valine with an S configuration at the a-position of amide showed the best stereoselectivity factor. After the reaction conditions were optimized with (S,S)-4a in the kinetic resolution of secondary alcohols, various acyclic and cyclic secondary alcohols could be resolved with an s-factor of up to 12.