4-Bromo-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanedioic acid 1-ethyl ester | 147053-48-3

• 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: 4-Bromo-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-octanedioic acid 1-ethyl ester
• 英文别名: 5-Bromo-8-ethoxy-6,8-dioxo-7-(triphenyl-lambda5-phosphanylidene)octanoic acid；5-bromo-8-ethoxy-6,8-dioxo-7-(triphenyl-λ5-phosphanylidene)octanoic acid
• CAS: 147053-48-3
• 化学式: C₂₈H₂₈BrO₅P
• 分子量: 555.405
• InChiKey: GGFCZPHAEWKLSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  <1-(Ethoxycarbonyl)-6-carboxy-2-oxohexylidene>triphenylphopshorane 以34%的产率得到
  参考文献：
  名称：

  Abell Andrew D., Hoult Deborah A., Morris Kathy M., Taylor Jane M., Trent+, J. Org. Chem., 58 (1993) N 6, S 1531-1537

  摘要：

  DOI：

文献信息

• Halogenation of keto acid phosphoranes: synthesis of halo enol lactones and haloallenes
  作者：Andrew D. Abell、Deborah A. Hoult、Kathy M. Morris、Jane M. Taylor、John O. Trent

  DOI：10.1021/jo00058a039

  日期：1993.3

  Halolactonization of the keto acid phosphoranes 6a-f, 40, and 41 takes place with either Br2 or SO2Cl2 and Et3N to give the E- and Z-halo enol lactones 10-15, 42, and 43 in good yields. The cyclization proceeds via a halo phosphonium salt, e.g. 19. Halo phosphonium salts yield a halo allene when cyclization is not favoured as in the formation of the bromoallenes 24 and 37. The configuration of the halo enol lactones was determined by H-1 and C-13 NMR spectroscopy and via single-crystal X-ray determinations on 11a, 14c, and 42b. The barrier to interconversion of the biphenyl conformations of the bromo enol lactones 42b and 43b was determined by H-1 NMR spectroscopy at elevated temperatures.
• Abell Andrew D., Hoult Deborah A., Morris Kathy M., Taylor Jane M., Trent+, J. Org. Chem., 58 (1993) N 6, S 1531-1537
  作者：Abell Andrew D., Hoult Deborah A., Morris Kathy M., Taylor Jane M., Trent+

  DOI：——

  日期：——