(E)-1-(1'-methylethyl)-4-methyl-2-pentenyl diethyl phosphate | 156873-71-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: (E)-1-(1'-methylethyl)-4-methyl-2-pentenyl diethyl phosphate
• 英文别名: [(E)-2,6-dimethylhept-4-en-3-yl] diethyl phosphate
• CAS: 156873-71-1
• 化学式: C₁₃H₂₇O₄P
• 分子量: 278.329
• InChiKey: GHTJPBHHKKTAQM-MDZDMXLPSA-N

物化性质

• 沸点：
  317.4±21.0 °C(Predicted)
• 密度：
  0.990±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1-(1'-methylethyl)-4-methyl-2-pentenyl diethyl phosphate 在 bis(η3-allyl-μ-chloropalladium(II)) 、 (-)-(S)-2-<2-(diphenylphosphino)phenyl>-4-tert-butyl-3,4-dihydrooxazole 、 sodium hydride 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 215.0h， 生成 (-)-tert-butyl-N-<1-(1'-methylethyl)-4-methyl-2-pentenyl>iminocarboxylate
  参考文献：
  名称：

  Enantioselective allylic amination with chiral (phosphino-oxazoline)pd catalysts

  摘要：

  Chiral (phosphinophenyl-oxazoline)palladium complexes have been studied as enantioselective catalysts for allylic amination using benzylamine or the sodium salts of p-toluenesulfonamide, benzoylhydrazine, and (Boc)(2)NH as nucleophiles. In the reactions with 1,3-diphenyl- and 1,3-dialkyl-2-propenyl acetates, carbonates, or phosphates, moderate to high enantiomeric excesses of up to 97% have been obtained.

  DOI：

  10.1016/0957-4166(94)80021-9
• 作为产物：
  描述：

  (E)-4-methylpent-2-enal 在 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 10.17h， 生成 (E)-1-(1'-methylethyl)-4-methyl-2-pentenyl diethyl phosphate
  参考文献：
  名称：

  Enantioselective allylic amination with chiral (phosphino-oxazoline)pd catalysts

  摘要：

  Chiral (phosphinophenyl-oxazoline)palladium complexes have been studied as enantioselective catalysts for allylic amination using benzylamine or the sodium salts of p-toluenesulfonamide, benzoylhydrazine, and (Boc)(2)NH as nucleophiles. In the reactions with 1,3-diphenyl- and 1,3-dialkyl-2-propenyl acetates, carbonates, or phosphates, moderate to high enantiomeric excesses of up to 97% have been obtained.

  DOI：

  10.1016/0957-4166(94)80021-9

文献信息

• Use of zinc enolate, free from other metals, in enantioselective palladium-catalyzed allylic alkylation
  作者：Naosumi Kinoshita、Takeo Kawabata、Kazunori Tsubaki、Masahiko Bando、Kaoru Fuji

  DOI：10.1016/j.tet.2005.11.053

  日期：2006.2

  Zinc enolate, free from other metal cations directly prepared from malonate and diethylzinc, was proven to be an excellent nucleophile for enantioselective palladium-catalyzed allylic alkylation, particularly for the allylic cation bearing aromatic rings at the 1- and 3-positions. (c) 2005 Elsevier Ltd. All rights reserved.
• Enantioselective allylic amination with chiral (phosphino-oxazoline)pd catalysts
  作者：Peter von Matt、Olivier Loiseleur、Guido Koch、Andreas Pfaltz、Claudia Lefeber、Thomas Feucht、Gunter Helmchen

  DOI：10.1016/0957-4166(94)80021-9

  日期：1994.4

  Chiral (phosphinophenyl-oxazoline)palladium complexes have been studied as enantioselective catalysts for allylic amination using benzylamine or the sodium salts of p-toluenesulfonamide, benzoylhydrazine, and (Boc)(2)NH as nucleophiles. In the reactions with 1,3-diphenyl- and 1,3-dialkyl-2-propenyl acetates, carbonates, or phosphates, moderate to high enantiomeric excesses of up to 97% have been obtained.