1-ethynyl-6-(2-naphthylmethyl)-2,2-dimethylcyclohexanol | 1075731-30-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-ethynyl-6-(2-naphthylmethyl)-2,2-dimethylcyclohexanol
• CAS: 1075731-30-4
• 化学式: C₂₁H₂₄O
• 分子量: 292.421
• InChiKey: IYVDZSSFGUQWRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-ethynyl-6-(2-naphthylmethyl)-2,2-dimethylcyclohexanol 在 hydroxy(triphenyl)silane,oxovanadium 、 苯甲酸 作用下， 以 xylene 为溶剂， 反应 2.0h， 以83%的产率得到2-[6,6-dimethyl-2-(2-naphthylmethyl)cyclohex-1-enyl]ethanal
  参考文献：
  名称：

  Preparation and biological evaluation of 5-substituted retinoic acids

  摘要：

  Various 5-substituted retinoic acids were prepared by a palladium-catalyzed cross coupling reactions of vinyl nonaflates and E-or Z-3-tributylstannyl-2-beten-1-ol as a key reaction. These coupling products were then converted to the corresponding all-E-and 9Z-retinoic acid analogs via Horner -Emmons reaction and subsequent basic hydrolysis, and their biological activities were evaluated. The all-E-derivatives, 5-butyl and isobutyl analogs exhibited stronger effects for anti-proliferative and differentiation-inducing activities in HL-60 cells. In contrast, in 9Z-derivatives, none of the analogs showed any activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.025
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以6.58 g的产率得到1-ethynyl-6-(2-naphthylmethyl)-2,2-dimethylcyclohexanol
  参考文献：
  名称：

  Preparation and biological evaluation of 5-substituted retinoic acids

  摘要：

  Various 5-substituted retinoic acids were prepared by a palladium-catalyzed cross coupling reactions of vinyl nonaflates and E-or Z-3-tributylstannyl-2-beten-1-ol as a key reaction. These coupling products were then converted to the corresponding all-E-and 9Z-retinoic acid analogs via Horner -Emmons reaction and subsequent basic hydrolysis, and their biological activities were evaluated. The all-E-derivatives, 5-butyl and isobutyl analogs exhibited stronger effects for anti-proliferative and differentiation-inducing activities in HL-60 cells. In contrast, in 9Z-derivatives, none of the analogs showed any activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.025