Acetic acid 1-methyl-4-oxo-5-(triphenyl-λ⁵-phosphanylidene)-pentyl ester | 205816-81-5

• 英文名称: Acetic acid 1-methyl-4-oxo-5-(triphenyl-λ⁵-phosphanylidene)-pentyl ester
• 英文别名: [5-oxo-6-(triphenyl-λ5-phosphanylidene)hexan-2-yl] acetate
• CAS: 205816-81-5
• 化学式: C₂₆H₂₇O₃P
• 分子量: 418.472
• InChiKey: ZYYDQYIMZWOPEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  乙醛酸甲酯 、 Acetic acid 1-methyl-4-oxo-5-(triphenyl-λ⁵-phosphanylidene)-pentyl ester 以85%的产率得到methyl 7-acetoxy-4-oxo-2-octenoate
  参考文献：
  名称：

  4-[(4-Methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone and its dianion as versatile tools in organic synthesis

  摘要：

  The title compound and the corresponding dianion have been used as convenient precursors for substituted divinyl ketones in both carbo-and heterocyclization reactions in a one-pot three-step sequence leading to substituted carbo-and heterocyclic ring systems and for the construction of the 4-keto-2-alkenoate subunit, a common structural feature of a variety of natural compounds, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00108-7
• 作为产物：
  描述：

  {4-[(4'-methylphenyl)sulfonyl]-2-oxobutyl}triphenylphosphonium bromide 在 sodium hydroxide 、 sodium amalgam 、 正丁基锂 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 水 为溶剂， 反应 5.0h， 生成 Acetic acid 1-methyl-4-oxo-5-(triphenyl-λ⁵-phosphanylidene)-pentyl ester
  参考文献：
  名称：

  4-[(4-Methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone and its dianion as versatile tools in organic synthesis

  摘要：

  The title compound and the corresponding dianion have been used as convenient precursors for substituted divinyl ketones in both carbo-and heterocyclization reactions in a one-pot three-step sequence leading to substituted carbo-and heterocyclic ring systems and for the construction of the 4-keto-2-alkenoate subunit, a common structural feature of a variety of natural compounds, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00108-7

文献信息

• 4-[(4′-Methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone as a New Four-Carbon Synthon for Substituted Divinyl Ketones
  作者：Achille Barco、Simonetta Benetti、Carmela De Risi、Paolo Marchetti、Gian Piero Pollini、Vinicio Zanirato

  DOI：10.1002/1099-0690(200103)2001:5<975::aid-ejoc975>3.0.co;2-n

  日期：2001.3