4-diethoxyphosphoryl-4-(2-oxopropyl)heptane-2,5-dione | 131904-15-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: 4-diethoxyphosphoryl-4-(2-oxopropyl)heptane-2,5-dione
• CAS: 131904-15-9
• 化学式: C₁₄H₂₅O₆P
• 分子量: 320.323
• InChiKey: CEYVACKTPAOHTP-UHFFFAOYSA-N

物化性质

• 沸点：
  460.6±45.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  21.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  二乙基(2-氧丁基)膦 、 2-甲氧基-3-溴丙烯 生成 4-diethoxyphosphoryl-4-(2-oxopropyl)heptane-2,5-dione
  参考文献：
  名称：

  MIKOLAJCZYK, MARIAN;ZATORSKI, ANDRZEJ, J. ORG. CHEM., 56,(1991) N, C. 1217-1223

  摘要：

  DOI：

文献信息

• Methylenomycin B: new syntheses based on .beta.- and .gamma.-keto phosphonates and .gamma.-keto phosphine oxides
  作者：Marian Mikolajczyk、Andrzej Zatorski

  DOI：10.1021/jo00003a051

  日期：1991.2

  Methylenomycin B has been synthesized from diethyl 2-oxobutanephosphonate (4) in three steps in 39% overall yield. Starting from diethyl 3-oxobutanephosphonate (10) and diphenyl(3-oxobutyl)phosphine oxide (13), methylenomycin B has been obtained in 34% and 27% overall yield, respectively. A characteristic feature of these syntheses of methylenomycin B is that the exo-methylene function is introduced via the Horner-Wittig reaction of formaldehyde (36% aqueous solution) with the corresponding alpha-phosphorylcyclopentenones 6 and 20. The latter were obtained from phosphorylated 1,4-diketones by intramolecular base-catalyzed cyclization. A brief discussion of some mechanistic aspects of the Conant reaction is also given.