cyclohexylammonium (E)-3-deuteriophosphoenolpyruvate | 87115-14-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cyclohexylammonium (E)-3-deuteriophosphoenolpyruvate
• CAS: 87115-14-8
• 化学式: C₃H₅O₆P*C₆H₁₃N
• 分子量: 268.211
• InChiKey: VHFCNZDHPABZJO-IMOHWSRDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.97
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  130.08
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  ethyl (Z)-3-deuterio-2-<(dimethoxyphosphinyl)oxy>propenoate 、 环己胺 生成 cyclohexylammonium (Z)-3-deuteriophosphoenolpyruvate 、 cyclohexylammonium (E)-3-deuteriophosphoenolpyruvate
  参考文献：
  名称：

  Stereocontrolled synthesis of (E)- and (Z)-3-deuteriophosphoenolpyruvate

  摘要：

  DOI：

  10.1021/jo00169a064

文献信息

• Synthesis of (E)- and (Z)-[2-((Dimethoxyphosphinyl)oxy)-3-ethoxy-3-oxo-1-propenyl]bromobis(triphenylphosphine)palladium and the X-ray Crystal Structure Determination for the E-Isomer
  作者：Garry D. Dotson、Jeffrey W. Kampf、Ronald W. Woodard

  DOI：10.1021/jo00098a043

  日期：1994.9

  We report the preparation of (E)- and (Z)-[2-((dimethoxyphosphinyl)oxy)-3-ethoxy-3-oxo-1-propenyl]- bromobis(triphenylphosphine)palladium from the corresponding ethyl (E)- and(Z)-3-bromo-2[(dimethoxyphosphinyl)oxy]propenoate and the X-ray crystal structure determination for (E)-[2-((dimethoxyphosphinyl)oxy)-3-ethoxy-3-oxo- 1-propenyl]bromobis(triphenylphosphine)palladium. The (E)-palladium complex was reduced to (E)-3-[H-2]phosphoenolpyruvate by treatment with a mixture of trifluoroacetic acid-d/trifluoroacetic anhydride under strict anhydrous conditions. The H-1-NMR spectrum of the E-isomer obtained from the reduction of the palladium complex was identical to the H-1-NMR spectra of(E)-3-[H-2]phosphoenolpyruvate previously prepared by two different synthetic strategies. The X-ray structure of the palladium phosphoenolpyruvate analogue is the first X-ray structure of any 3-substituted phosphoenolpyruvate analogue reported and along with its synthesis and transformation interrelates the stereochemistry of several S-substituted phosphoenolpyruvate analogues.