(4R,5R)-5-benzyloxy-4-(1-ethoxyallyloxy)pentadec-1-ene

• 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: (4R,5R)-5-benzyloxy-4-(1-ethoxyallyloxy)pentadec-1-ene
• 英文别名: [(4R,5R)-4-(1-ethoxyprop-2-enoxy)pentadec-1-en-5-yl]oxymethylbenzene
• 化学式: C₂₇H₄₄O₃
• 分子量: 416.645
• InChiKey: AYDQTHCROPJAIY-QMMNWOAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  30
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4R,5R)-5-benzyloxy-4-(1-ethoxyallyloxy)pentadec-1-ene 在 Grubbs catalyst first generation 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以86%的产率得到(2R)-2-((R)-1-(benzyloxy)undecyl)-6-ethoxy-3,6-dihydro-2H-pyran
  参考文献：
  名称：

  Stereoselective synthesis of (−)-6-acetoxyhexadecanolide: a mosquito oviposition attractant pheromone

  摘要：

  The stereoselective synthesis of (-)-6-acetoxyhexadecanolide was achieved from the readily available chiral pool compound, L-(+)-tartaric acid. The synthetic sequence includes the elaboration of an alpha-benzyloxy aldehyde derived from tartaric acid with ring closing metathesis as the key step. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.10.006
• 作为产物：
  描述：

  (4R,5R)-5-(benzyloxy)pentadec-1-en-4-ol 、 丙烯醛缩二乙醇 在 4-甲基苯磺酸吡啶 作用下， 以 苯 为溶剂， 反应 3.0h， 以88%的产率得到(4R,5R)-5-benzyloxy-4-(1-ethoxyallyloxy)pentadec-1-ene
  参考文献：
  名称：

  Stereoselective synthesis of (−)-6-acetoxyhexadecanolide: a mosquito oviposition attractant pheromone

  摘要：

  The stereoselective synthesis of (-)-6-acetoxyhexadecanolide was achieved from the readily available chiral pool compound, L-(+)-tartaric acid. The synthetic sequence includes the elaboration of an alpha-benzyloxy aldehyde derived from tartaric acid with ring closing metathesis as the key step. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.10.006

文献信息

• Stereoselective synthesis of (−)-6-acetoxyhexadecanolide: a mosquito oviposition attractant pheromone
  作者：Kavirayani R. Prasad、Pazhamalai Anbarasan

  DOI：10.1016/j.tetasy.2007.10.006

  日期：2007.10

  The stereoselective synthesis of (-)-6-acetoxyhexadecanolide was achieved from the readily available chiral pool compound, L-(+)-tartaric acid. The synthetic sequence includes the elaboration of an alpha-benzyloxy aldehyde derived from tartaric acid with ring closing metathesis as the key step. (c) 2007 Elsevier Ltd. All rights reserved.