9-benzyloxy-3-methyl-4-oxo-6-phenyl-nonanoic acid ethyl ester | 250613-75-3

• 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: 9-benzyloxy-3-methyl-4-oxo-6-phenyl-nonanoic acid ethyl ester
• 英文别名: Ethyl 3-methyl-4-oxo-6-phenyl-9-phenylmethoxynonanoate
• CAS: 250613-75-3
• 化学式: C₂₅H₃₂O₄
• 分子量: 396.527
• InChiKey: NZZVBQSOPOMMEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-benzyloxy-3-methyl-4-oxo-6-phenyl-nonanoic acid ethyl ester 、 benzylhydrazine dihydrochloride 在 溶剂黄146 、 copper dichloride 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 14.0h， 以64%的产率得到6-(5-benzyloxy-2-phenyl-pentyl)-5-methyl-2-benzyl-2H-pyridazin-3-one
  参考文献：
  名称：

  Silver(I)-Catalyzed Addition of Zirconocenes to Epoxy Esters:  A New Entry to 1,4-Dicarbonyl Compounds and Pyridazinones

  摘要：

  [GRAPHICS]The Ag(I)-catalyzed tandem epoxy ester rearrangement-dioxycarbenium ion addition reaction with alkenyl zirconocenes provides 1,4-keto esters that can be further converted to substituted pyridazinones. The use of a fluorous tag in a cyclization-assisted cleavage strategy demonstrates the feasibility of extending this methodology to high-throughput organic synthesis.

  DOI：

  10.1021/ol990924v
• 作为产物：
  描述：

  3-[(2RS,4RS)-2-(5-benzyloxy-pent-1-(E)-enyl)-4-hydroxymethyl-4-methyl-[1,3]dioxolan-2-yl]-acrylic acid ethyl ester 在 copper(I) bromide dimethylsulfide complex 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 6.0h， 生成 9-benzyloxy-3-methyl-4-oxo-6-phenyl-nonanoic acid ethyl ester
  参考文献：
  名称：

  Silver(I)-Catalyzed Addition of Zirconocenes to Epoxy Esters:  A New Entry to 1,4-Dicarbonyl Compounds and Pyridazinones

  摘要：

  [GRAPHICS]The Ag(I)-catalyzed tandem epoxy ester rearrangement-dioxycarbenium ion addition reaction with alkenyl zirconocenes provides 1,4-keto esters that can be further converted to substituted pyridazinones. The use of a fluorous tag in a cyclization-assisted cleavage strategy demonstrates the feasibility of extending this methodology to high-throughput organic synthesis.

  DOI：

  10.1021/ol990924v

文献信息

• Silver(I)-Catalyzed Addition of Zirconocenes to Epoxy Esters:  A New Entry to 1,4-Dicarbonyl Compounds and Pyridazinones
  作者：Peter Wipf、Joey-Lee Methot

  DOI：10.1021/ol990924v

  日期：1999.10.1

  [GRAPHICS]The Ag(I)-catalyzed tandem epoxy ester rearrangement-dioxycarbenium ion addition reaction with alkenyl zirconocenes provides 1,4-keto esters that can be further converted to substituted pyridazinones. The use of a fluorous tag in a cyclization-assisted cleavage strategy demonstrates the feasibility of extending this methodology to high-throughput organic synthesis.