5-Cyclohexyl-2-methylpent-1-en-3-one | 1049684-85-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Cyclohexyl-2-methylpent-1-en-3-one
• 英文别名: 5-cyclohexyl-2-methylpent-1-en-3-one
• CAS: 1049684-85-6
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: XTIVZHDRIHYJHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-Cyclohexyl-2-methylpent-1-en-3-one 在 硼烷-N,N-二乙基苯胺 、 chiral oxazaborolidine-based reagent 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.58h， 生成 、 (3R)-5-cyclohexyl-2-methylpent-1-en-3-ol
  参考文献：
  名称：

  Oxazaborolidine-Catalyzed Enantioselective Reduction of α-Methylene Ketones to Allylic Alcohols

  摘要：

  Oxazaborolidine-catalyzed enantioselective reduction of a-methylene ketones was efficiently carried out by using borane-diethylaniline as a stoichiometric reducing agent. The combination of this method and subsequent hydrogenation of thus-formed allylic alcohol improved stereoselectivity in the reduction of 24-oxocholesteryl ester to 24-(R)-hydroxycholesteryl ester.

  DOI：

  10.1021/jo8011013
• 作为产物：
  描述：

  (+/-)-5-Cyclohexyl-2-methyl-pent-1-en-3-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-Cyclohexyl-2-methylpent-1-en-3-one
  参考文献：
  名称：

  Oxazaborolidine-Catalyzed Enantioselective Reduction of α-Methylene Ketones to Allylic Alcohols

  摘要：

  Oxazaborolidine-catalyzed enantioselective reduction of a-methylene ketones was efficiently carried out by using borane-diethylaniline as a stoichiometric reducing agent. The combination of this method and subsequent hydrogenation of thus-formed allylic alcohol improved stereoselectivity in the reduction of 24-oxocholesteryl ester to 24-(R)-hydroxycholesteryl ester.

  DOI：

  10.1021/jo8011013

文献信息

• PHOTOSENSITIVE COMPOSITION, PATTERN-FORMING METHOD USING THE PHOTOSENSITIVE COMPOSITION, AND COMPOUND USED IN THE PHOTOSENSITIVE COMPOSITION
  申请人：FUJIFILM Corporation

  公开号：EP2192134B1

  公开（公告）日：2014-02-26
• Oxazaborolidine-Catalyzed Enantioselective Reduction of α-Methylene Ketones to Allylic Alcohols
  作者：Jun-ichi Matsuo、Takaaki Kozai、Osamu Nishikawa、Yu Hattori、Hiroyuki Ishibashi

  DOI：10.1021/jo8011013

  日期：2008.9.1

  Oxazaborolidine-catalyzed enantioselective reduction of a-methylene ketones was efficiently carried out by using borane-diethylaniline as a stoichiometric reducing agent. The combination of this method and subsequent hydrogenation of thus-formed allylic alcohol improved stereoselectivity in the reduction of 24-oxocholesteryl ester to 24-(R)-hydroxycholesteryl ester.