4-Hydroxy-3-isopropyl-5-(2,2,3-trimethyl-cyclopent-3-enyl)-pentan-2-one | 686776-51-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-Hydroxy-3-isopropyl-5-(2,2,3-trimethyl-cyclopent-3-enyl)-pentan-2-one
• 英文别名: 4-Hydroxy-3-propan-2-yl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-one；4-hydroxy-3-propan-2-yl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-one
• CAS: 686776-51-2
• 化学式: C₁₆H₂₈O₂
• 分子量: 252.397
• InChiKey: QYMMSGXVPCNMMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-3-isopropyl-5-(2,2,3-trimethyl-cyclopent-3-enyl)-pentan-2-one 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以73%的产率得到(E)-3-Isopropyl-5-(2,2,3-trimethyl-cyclopent-3-enyl)-pent-3-en-2-one
  参考文献：
  名称：

  Synthesis of Polysantol® and related sandalwood-type odorants using magnesium α-bromoketone enolates

  摘要：

  The syntheses of the commercial sandalwood-type odorant Polysantol((R)) and several structurally related compounds are described. The methodology followed is based on a selective and efficient magnesium-mediated aldol reaction of the starting material, alpha-campholenic aldehyde and different alpha-bromoketones. Dehydration of the resulting secondary alcohol and reduction of the carbonyl group allowed the completion of the syntheses of the target molecules in 30-56% overall yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.01.142
• 作为产物：
  描述：

  4-甲基-2-戊酮 在 溴 、 magnesium 、 溶剂黄146 作用下， 以 四氯化碳 、 乙醚 为溶剂， 反应 0.17h， 生成 4-Hydroxy-3-isopropyl-5-(2,2,3-trimethyl-cyclopent-3-enyl)-pentan-2-one
  参考文献：
  名称：

  Synthesis of Polysantol® and related sandalwood-type odorants using magnesium α-bromoketone enolates

  摘要：

  The syntheses of the commercial sandalwood-type odorant Polysantol((R)) and several structurally related compounds are described. The methodology followed is based on a selective and efficient magnesium-mediated aldol reaction of the starting material, alpha-campholenic aldehyde and different alpha-bromoketones. Dehydration of the resulting secondary alcohol and reduction of the carbonyl group allowed the completion of the syntheses of the target molecules in 30-56% overall yields. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.01.142

文献信息

• Synthesis of Polysantol® and related sandalwood-type odorants using magnesium α-bromoketone enolates
  作者：Juan M Castro、Pablo J Linares-Palomino、Sofı́a Salido、Joaquı́n Altarejos、Manuel Nogueras、Adolfo Sánchez

  DOI：10.1016/j.tetlet.2004.01.142

  日期：2004.3

  The syntheses of the commercial sandalwood-type odorant Polysantol((R)) and several structurally related compounds are described. The methodology followed is based on a selective and efficient magnesium-mediated aldol reaction of the starting material, alpha-campholenic aldehyde and different alpha-bromoketones. Dehydration of the resulting secondary alcohol and reduction of the carbonyl group allowed the completion of the syntheses of the target molecules in 30-56% overall yields. (C) 2004 Elsevier Ltd. All rights reserved.