methyl (2Z,4Z)-5-(diisopropoxyphosphoryl)penta-2,4-dienoate | 1187977-26-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (2Z,4Z)-5-(diisopropoxyphosphoryl)penta-2,4-dienoate
• 英文别名: methyl (2Z,4Z)-5-[oxido-di(propan-2-yloxy)phosphaniumyl]penta-2,4-dienoate
• CAS: 1187977-26-9
• 化学式: C₁₂H₂₁O₅P
• 分子量: 276.269
• InChiKey: VAEQNAIZVIESFP-VRHVFUOLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-呋甲醚 、 diisopropyl diazomethylphosphonate 在 三氟甲烷磺酸亚铜(I)苯联合体 (2:1) 作用下， 以 二氯甲烷 为溶剂， 以41%的产率得到methyl (2Z,4E)-5-(diisopropoxyphosphoryl)penta-2,4-dienoate
  参考文献：
  名称：

  Exploring the metal-catalyzed reaction of furans with alkyl α-diazomethanesulfonate and α-diazomethanephosphonate: synthesis of ω-acyl-substituted sulfono- and phosphonobutadienes

  摘要：

  The metal-catalyzed reactions of neopentyl or,-diazomethanesulfonate (DAMS) and diisopropyl alpha-diazomethanephosphonate (DIDAMP) with furan, 2-methylfuran and 2-methoxyfuran are reported. The products consist mostly of omega-acyl-substituted sulfono- or phosphonobutadienes and exo-cyclopropane derivatives. Treatment of the multicomponent reaction mixtures with iodine afforded exclusively the corresponding (E,E)-sulfono- and phosphono-omega-acylfunctionalized dienes, thus providing a short and efficient synthetic route to these hitherto unreported classes of compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.040

文献信息

• Exploring the metal-catalyzed reaction of furans with alkyl α-diazomethanesulfonate and α-diazomethanephosphonate: synthesis of ω-acyl-substituted sulfono- and phosphonobutadienes
  作者：Maura Marinozzi、Maria Carmela Fulco、Laura Amori、Massimiliana Fiumi、Roberto Pellicciari

  DOI：10.1016/j.tet.2009.06.040

  日期：2009.8

  The metal-catalyzed reactions of neopentyl or,-diazomethanesulfonate (DAMS) and diisopropyl alpha-diazomethanephosphonate (DIDAMP) with furan, 2-methylfuran and 2-methoxyfuran are reported. The products consist mostly of omega-acyl-substituted sulfono- or phosphonobutadienes and exo-cyclopropane derivatives. Treatment of the multicomponent reaction mixtures with iodine afforded exclusively the corresponding (E,E)-sulfono- and phosphono-omega-acylfunctionalized dienes, thus providing a short and efficient synthetic route to these hitherto unreported classes of compounds. (C) 2009 Elsevier Ltd. All rights reserved.