(-)-(3R)-3-(4-chlorophenyl)-1-(4-methylphenyl)pentan-1-one | 1173107-81-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (-)-(3R)-3-(4-chlorophenyl)-1-(4-methylphenyl)pentan-1-one
• 英文别名: (3R)-3-(4-chlorophenyl)-1-(4-methylphenyl)pentan-1-one
• CAS: 1173107-81-7
• 化学式: C₁₈H₁₉ClO
• 分子量: 286.801
• InChiKey: NXNZCVNUOKNTMX-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (3R)-3-(4-chlorophenyl)-1-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]pentan-1-one 、 对甲苯基溴化镁 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (-)-(3R)-3-(4-chlorophenyl)-1-(4-methylphenyl)pentan-1-one 、 (+)-(3S)-3-(4-chlorophenyl)-1-(4-methylphenyl)pentan-1-one
  参考文献：
  名称：

  方便地获得β取代的手性酚

  摘要：

  Abstractmagnified imageA highly enantioselective approach towards the synthesis of β‐substituted chiral ketones by utilizing Grignard reagents was achieved. The (R)‐ and (S)‐antipodes of the target chiral ketones 2a–2k were obtained with up to 100% ee from chiral N‐alkanoylcamphorsultams 1 (Scheme, Table 2). This simple, catalyst‐free, direct procedure for the formation of chiral ketones is a fascinating method for the practical syntheses of chiral synthons as valuable building blocks and important medicinal intermediates.

  DOI：

  10.1002/hlca.200800375

文献信息

• Convenient Access to<i>β</i>-Substituted Chiral Phenones
  作者：Xiu-Fang Cao、Ming Hu、Fei Li、Wen-Chang Lu、Guang-Ao Yu、Sheng-Hua Liu

  DOI：10.1002/hlca.200800375

  日期：2009.5

  Abstractmagnified imageA highly enantioselective approach towards the synthesis of β‐substituted chiral ketones by utilizing Grignard reagents was achieved. The (R)‐ and (S)‐antipodes of the target chiral ketones 2a–2k were obtained with up to 100% ee from chiral N‐alkanoylcamphorsultams 1 (Scheme, Table 2). This simple, catalyst‐free, direct procedure for the formation of chiral ketones is a fascinating method for the practical syntheses of chiral synthons as valuable building blocks and important medicinal intermediates.