6-Ethoxy-4,6-dioxo-5-(triphenyl-lambda5-phosphanylidene)hexanoic acid | 123120-14-9

• 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: 6-Ethoxy-4,6-dioxo-5-(triphenyl-lambda5-phosphanylidene)hexanoic acid
• 英文别名: 6-ethoxy-4,6-dioxo-5-(triphenyl-λ5-phosphanylidene)hexanoic acid
• CAS: 123120-14-9
• 化学式: C₂₆H₂₅O₅P
• 分子量: 448.455
• InChiKey: UYJIROKBIJOJKR-UHFFFAOYSA-N

物化性质

• 沸点：
  627.0±57.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-Ethoxy-4,6-dioxo-5-(triphenyl-lambda5-phosphanylidene)hexanoic acid 生成 1-ethyl-3-oxo-2(triphenylphosphonio)hexanedioate
  参考文献：
  名称：

  ABELL, A. D.;MASSY-WESTROPP, R. A., AUSTRAL. J. CHEM., 1982, 35, N 10, 2077-2087

  摘要：

  DOI：
• 作为产物：
  描述：

  1-ethyl-3-oxo-2(triphenylphosphonio)hexanedioate 以50%的产率得到
  参考文献：
  名称：

  ABELL, A. D.;MASSY-WESTROPP, R. A., AUSTRAL. J. CHEM., 1982, 35, N 10, 2077-2087

  摘要：

  DOI：

文献信息

• Synthesis of New 2-Halo-2-(1H-tetrazol-5-yl)-2H-azirines via a Non-Classical Wittig Reaction
  作者：Ana Cardoso、Carmo Sousa、Marta Henriques、José Paixão、Teresa Pinho e Melo

  DOI：10.3390/molecules201219848

  日期：——

  tetrazol-5-yl-phosphorus ylides towards N-halosuccinimide/TMSN₃ reagent systems was explored, opening the way to new haloazidoalkenes bearing a tetrazol-5-yl substituent. These compounds were obtained as single isomers, except in one case. X-ray crystal structures were determined for three derivatives, establishing that the non-classical Wittig reaction leads to the selective synthesis of haloazidoalkenes

  探索了四唑-5-基-磷酰化物对N-卤代琥珀酰亚胺/ TMSN 3试剂体系的合成和反应性，为带有四唑-5-基取代基的新卤代叠氮基烯烃开辟了道路。除一种情况外，这些化合物以单一异构体形式获得。确定了三种衍生物的X射线晶体结构，证实了非经典的Wittig反应导致具有（Z）构型的卤代叠氮基烯烃的选择性合成。卤代叠氮基烯烃的热解以高收率提供了新的2-卤代-2-（四唑-5-基）-2H-叠氮基。因此，所报道的合成方法学为有机合成，乙烯基四唑和2-卤-2-（四唑-5-基）-2H-叠氮基衍生物中的重要组成部分提供了机会。
• A novel bromo lactonization of acylated phosphoranes. A new route to bromo enol lactones.
  作者：Andrew D. Abell、John O. Trent

  DOI：10.1039/c39890000409

  日期：——

  A simple and general method for the preparation of bromo enol lactones from acylated phosphoranes is described.

  描述了一种由酰化的膦烷制备溴烯醇内酯的简单通用方法。
• On the synthesis and the mechanism of formation of halogenated enol lactones
  作者：Margaret M. Kayser、Jun Zhu、Donald L. Hooper

  DOI：10.1139/v97-158

  日期：1997.10.1

  The synthesis of halo enol lactones from cyclic anhydrides via lactonization of the corresponding keto phosphoranes provides a direct route to these interesting compounds, which possess important b...

  通过相应的酮正膦内酯化，从环酐合成卤代烯醇内酯为这些有趣的化合物提供了直接途径，这些化合物具有重要的...
• Synthesis and deprotection of [1-(ethoxycarbonyl)-4-[(diphenylmethoxy)carbonyl]-1-methyl-2-oxobutyl]triphenylphosphonium chloride: a key intermediate in the Wittig reaction between a cyclic anhydride and a stabilized ylide
  作者：Andrew D. Abell、Kathryn B. Morris、J. Christopher Litten

  DOI：10.1021/jo00305a013

  日期：1990.8
• 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.