1-((4-methoxybenzyloxy)methyl)-3,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2-carbaldehyde

• 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: 1-((4-methoxybenzyloxy)methyl)-3,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2-carbaldehyde
• 英文别名: (1S,2S,4R)-1-[(4-methoxyphenyl)methoxymethyl]-3,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2-carbaldehyde
• 化学式: C₁₈H₂₄O₄
• 分子量: 304.386
• InChiKey: QRNICYXQFCNQHH-LZLYRXPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-((4-methoxybenzyloxy)methyl)-3,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2-carbaldehyde 、 1-三苯基膦-2-丙酮 以 苯 为溶剂， 反应 72.0h， 以81.4%的产率得到(E)-4-1-((4-methoxybenzyloxy)methyl)-3,3-dimethyl-7-oxabicyclo[2.2.1]heptan-2-ylbut-3-en-2-one
  参考文献：
  名称：

  Total synthesis of (±)-elegansidiol, (±)-farnesiferol B, and (±)-farnesiferol D

  摘要：

  The racemic total synthesis of elegansidiol, farnesiferol B, and farnesiferol D has been obtained following a Diels-Alder approach. Gillman addition, cross metathesis reaction are the other key steps involved in the target synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.030
• 作为产物：
  描述：

  1-((4-methoxybenzyloxy)methyl)-3-methyl-7-oxabicyclo[2.2.1]hept-2-ene-2-carbaldehyde 、 lithium dimethylcuprate 在 水 、 氯化铵 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以65%的产率得到1-((4-methoxybenzyloxy)methyl)-3,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2-carbaldehyde
  参考文献：
  名称：

  Total synthesis of (±)-elegansidiol, (±)-farnesiferol B, and (±)-farnesiferol D

  摘要：

  The racemic total synthesis of elegansidiol, farnesiferol B, and farnesiferol D has been obtained following a Diels-Alder approach. Gillman addition, cross metathesis reaction are the other key steps involved in the target synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.030

文献信息

• Total synthesis of (±)-elegansidiol, (±)-farnesiferol B, and (±)-farnesiferol D
  作者：Jhillu Singh Yadav、Kamani Satyanarayana、Pamu Sreedhar、Pabbaraja Srihari、Thokhir Basha Shaik、Shasi Vardhan Kalivendi

  DOI：10.1016/j.bmcl.2010.04.030

  日期：2010.6

  The racemic total synthesis of elegansidiol, farnesiferol B, and farnesiferol D has been obtained following a Diels-Alder approach. Gillman addition, cross metathesis reaction are the other key steps involved in the target synthesis. (C) 2010 Elsevier Ltd. All rights reserved.