(S,E)-7-(4-methoxybenzyloxy)-2,3-dimethylhept-3-en-1-ol | 1283713-48-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S,E)-7-(4-methoxybenzyloxy)-2,3-dimethylhept-3-en-1-ol
• 英文别名: (E,2S)-7-[(4-methoxyphenyl)methoxy]-2,3-dimethylhept-3-en-1-ol
• CAS: 1283713-48-3
• 化学式: C₁₇H₂₆O₃
• 分子量: 278.392
• InChiKey: JYNHMGWJSJGBRW-SXSSENBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S,E)-7-(4-methoxybenzyloxy)-2,3-dimethylhept-3-en-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.83h， 以85%的产率得到(S,E)-7-(4-methoxybenzyloxy)-2,3-dimethylhept-3-enal
  参考文献：
  名称：

  An Approach to the Core Structure of Leiodermatolide

  摘要：

  The synthesis of the 16-membered core structure of leiodermatolide 40 has been achieved in 26 linear steps starting from (R)-Roche ester. The key steps in the synthesis of 40 are a Stille cross-coupling between two main fragments 11 and 33 having roughly equal size. For the trisubstituted C4/C5 double bond a carbometalation reaction followed by a Suzuki coupling was used. A Yamaguchi macrolactonization furnished macrolactone 39.

  DOI：

  10.1021/ol200584a
• 作为产物：
  描述：

  (3S)-4-(tert-butyldimethylsiloxy)-3-methyl-1-butyne 在 二氯二茂锆 、 四丁基氟化铵 、 三甲基铝 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 、 正己烷 、 1,2-二氯乙烷 为溶剂， 反应 73.58h， 生成 (S,E)-7-(4-methoxybenzyloxy)-2,3-dimethylhept-3-en-1-ol
  参考文献：
  名称：

  An Approach to the Core Structure of Leiodermatolide

  摘要：

  The synthesis of the 16-membered core structure of leiodermatolide 40 has been achieved in 26 linear steps starting from (R)-Roche ester. The key steps in the synthesis of 40 are a Stille cross-coupling between two main fragments 11 and 33 having roughly equal size. For the trisubstituted C4/C5 double bond a carbometalation reaction followed by a Suzuki coupling was used. A Yamaguchi macrolactonization furnished macrolactone 39.

  DOI：

  10.1021/ol200584a

文献信息

• An Approach to the Core Structure of Leiodermatolide
  作者：Christian Rink、Vaidotas Navickas、Martin E. Maier

  DOI：10.1021/ol200584a

  日期：2011.5.6

  The synthesis of the 16-membered core structure of leiodermatolide 40 has been achieved in 26 linear steps starting from (R)-Roche ester. The key steps in the synthesis of 40 are a Stille cross-coupling between two main fragments 11 and 33 having roughly equal size. For the trisubstituted C4/C5 double bond a carbometalation reaction followed by a Suzuki coupling was used. A Yamaguchi macrolactonization furnished macrolactone 39.