4-benzylidene-2-decyl-2-methyloxetan-3-one | 1396787-33-9

• 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: 4-benzylidene-2-decyl-2-methyloxetan-3-one
• 英文别名: (4Z)-4-benzylidene-2-decyl-2-methyloxetan-3-one
• CAS: 1396787-33-9
• 化学式: C₂₁H₃₀O₂
• 分子量: 314.468
• InChiKey: YAYKXNGTJRPJND-ZPHPHTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 2-[(dimethoxyphosphoryl)methoxy]-2-methyldodecanoate 在 四甲基乙二胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.67h， 生成 4-benzylidene-2-decyl-2-methyloxetan-3-one 、 4-benzylidene-2-decyl-2-methyloxetan-3-one
  参考文献：
  名称：

  Method for the Efficient Synthesis of Highly-Substituted Oxetan- and Azetidin-, Dihydrofuran- and Pyrrolidin-3-ones and Its Application to the Synthesis of (±)-Pseudodeflectusin

  摘要：

  Highly substituted four- and five-membered heterocycles were prepared starting with O,P- and N,P-acetals by using a one-pot method involving base induced cyclization and a Horner-Wadsworth-Emmons (HWE) olefination reaction. Divergent synthesis of various heterocycles was achieved by using this method and transformations of the alkenyl group in the products of these processes were exemplified. Finally, a short and efficient synthesis of (+/-)-pseudodeflectusin based on the new methodology was achieved.

  DOI：

  10.1021/ol302096j

文献信息

• Method for the Efficient Synthesis of Highly-Substituted Oxetan- and Azetidin-, Dihydrofuran- and Pyrrolidin-3-ones and Its Application to the Synthesis of (±)-Pseudodeflectusin
  作者：Tomohiro Maegawa、Kazuki Otake、Keiichi Hirosawa、Akihiro Goto、Hiromichi Fujioka

  DOI：10.1021/ol302096j

  日期：2012.9.21

  Highly substituted four- and five-membered heterocycles were prepared starting with O,P- and N,P-acetals by using a one-pot method involving base induced cyclization and a Horner-Wadsworth-Emmons (HWE) olefination reaction. Divergent synthesis of various heterocycles was achieved by using this method and transformations of the alkenyl group in the products of these processes were exemplified. Finally, a short and efficient synthesis of (+/-)-pseudodeflectusin based on the new methodology was achieved.