(R)-4-Oxo-7-phenyl-dihydro-2,5-dioxa-3a,7a-diaza-indene-1,3-dicarboxylic acid diethyl ester | 695197-04-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-4-Oxo-7-phenyl-dihydro-2,5-dioxa-3a,7a-diaza-indene-1,3-dicarboxylic acid diethyl ester
• 英文别名: diethyl (8R)-5-oxo-8-phenyl-1,3,7,8-tetrahydro-[1,3,4]oxadiazolo[3,4-c][1,3,4]oxadiazine-1,3-dicarboxylate
• CAS: 695197-04-7
• 化学式: C₁₇H₂₀N₂O₇
• 分子量: 364.355
• InChiKey: ZDQMMLHBMWMEAD-HSBZDZAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  94.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  巴豆酸甲酯 、 (R)-4-Oxo-7-phenyl-dihydro-2,5-dioxa-3a,7a-diaza-indene-1,3-dicarboxylic acid diethyl ester 以 甲苯 为溶剂， 反应 264.0h， 以71%的产率得到
  参考文献：
  名称：

  Asymmetric 1,3-dipolar cycloadditions of a chiral nonracemic glyoxylic azomethine imine

  摘要：

  The reactivity of a chiral nonracemic glyoxylic azomethine imine has been investigated. This species reacts with a wide range of dipolarophiles, with a complete regio- and facial stereoselectivity. The introduction of an electron-withdrawing substituent on the ylide leads to a lower endo selectivity with electron-withdrawing dipolarophiles, but to an improved exo selectivity with styrene derivatives when compared to the reactivity of aliphatic- or aromatic-substituted ylides. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.088
• 作为产物：
  描述：

  乙醛酸乙酯 、 (5R)-5-Phenyl[1,3,4]oxadiazinan-2-one 在 magnesium bromide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 7.0h， 以71%的产率得到(R)-4-Oxo-7-phenyl-dihydro-2,5-dioxa-3a,7a-diaza-indene-1,3-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Asymmetric 1,3-dipolar cycloadditions of a chiral nonracemic glyoxylic azomethine imine

  摘要：

  The reactivity of a chiral nonracemic glyoxylic azomethine imine has been investigated. This species reacts with a wide range of dipolarophiles, with a complete regio- and facial stereoselectivity. The introduction of an electron-withdrawing substituent on the ylide leads to a lower endo selectivity with electron-withdrawing dipolarophiles, but to an improved exo selectivity with styrene derivatives when compared to the reactivity of aliphatic- or aromatic-substituted ylides. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.088