(E)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-1,1-diphenylmethanamine oxide | 1416475-87-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: (E)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-1,1-diphenylmethanamine oxide
• 英文别名: (E)-N-(1,4-dimethoxy-1,4-dioxobut-2-ylidene)diphenylmethanamine oxide
• CAS: 1416475-87-0
• 化学式: C₁₉H₁₉NO₅
• 分子量: 341.364
• InChiKey: RIZCDXMEYMHIAB-CAPFRKAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  78.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-1,1-diphenylmethanamine oxide 、 丙烯醛 以24%的产率得到
  参考文献：
  名称：

  Organocatalytic enantio- and diastereoselective 1,3-dipolar cycloaddition between alanine-derived ketonitrones and E-crotonaldehyde: efficiency and full stereochemical studies

  摘要：

  Highly enantio- and exo-selective 1,3-dipolar cycloadditions of alanine-derived ketonitrones to E-crotonaldehyde could be realized in a good yield by the use of a chiral imidazolidinone salt without the addition of water. The origin of the stereoselectivity in the reaction was discussed and the absolute configuration of the cycloadduct determined unambiguously. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.11.010
• 作为产物：
  描述：

  2-(benzhydrylamino)acetonitrile 在 sodium acetate trihydrate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 20.83h， 生成 (E)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-1,1-diphenylmethanamine oxide
  参考文献：
  名称：

  Organocatalytic enantio- and diastereoselective 1,3-dipolar cycloaddition between alanine-derived ketonitrones and E-crotonaldehyde: efficiency and full stereochemical studies

  摘要：

  Highly enantio- and exo-selective 1,3-dipolar cycloadditions of alanine-derived ketonitrones to E-crotonaldehyde could be realized in a good yield by the use of a chiral imidazolidinone salt without the addition of water. The origin of the stereoselectivity in the reaction was discussed and the absolute configuration of the cycloadduct determined unambiguously. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.11.010

文献信息

• Asymmetric Access to α-Substituted Functional Aspartic Acid Derivatives by a [3+2] Strategy Employing a Chiral Dienophile
  作者：Kawther Ben Ayed、Anne Beauchard、Jean-François Poisson、Sandrine Py、Mathieu Y. Laurent、Arnaud Martel、Houcine Ammar、Souhir Abid、Gilles Dujardin

  DOI：10.1002/ejoc.201301739

  日期：2014.5

  NH-isoxazolidine, the absolute configuration of which was established by X-ray crystallography. N-Protection and N–O cleavage of this isoxazolidine gave enantioenriched quaternary aspartate derivatives bearing functionalized side chains.

  Stericol® 的对映纯乙烯基醚与 N-苄基、N-二苯甲基和 N-PMB 天冬氨酸酯硝酮进行非对映选择性热 1,3 偶极环加成。所得环加合物的化学选择性 N-脱苄基化得到非对映异构和对映异构纯结晶 NH-异恶唑烷，其绝对构型由 X 射线晶体学确定。这种异恶唑烷的 N-保护和 N-O 裂解产生了带有功能化侧链的富含对映体的天冬氨酸季铵盐衍生物。