(Z)-2-(4'-nitrophenyl)-3-N,N-dimethylaminopropenal | 676606-00-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-2-(4'-nitrophenyl)-3-N,N-dimethylaminopropenal
• 英文别名: (Z)-2-(4-fluorophenyl)-3-hydroxyprop-2-enal
• CAS: 676606-00-1
• 化学式: C₉H₇FO₂
• 分子量: 166.152
• InChiKey: LNWSRDAGRHKLRO-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-2-(4'-nitrophenyl)-3-N,N-dimethylaminopropenal 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 cerium(III) chloride 、 silver(l) oxide 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 34.58h， 生成 methyl 2,3,4-tri-O-acetyl-(2'-(4''-fluorophenyl)-3'-(4'''-methoxybenzylaminocarbonyloxy)-1'-(E)-propenyloxy)-β-D-glucopyranosiduronate
  参考文献：
  名称：

  A new linker for glucuronylated anticancer prodrugs

  摘要：

  The synthesis, enzymatic hydrolysis and self decomposition of model glucuronylated prodrugs, incorporating a new linker with different aryl substituents, have been studied. Determination of kinetic parameters (V-max, K-m and t(1/2)) showed the important role of aromatic substitution in enzymatic recognition and linker decomposition. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.11.026
• 作为产物：
  描述：

  4-氟苯乙酸 在 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 3.08h， 生成 (Z)-2-(4'-nitrophenyl)-3-N,N-dimethylaminopropenal
  参考文献：
  名称：

  A new linker for glucuronylated anticancer prodrugs

  摘要：

  The synthesis, enzymatic hydrolysis and self decomposition of model glucuronylated prodrugs, incorporating a new linker with different aryl substituents, have been studied. Determination of kinetic parameters (V-max, K-m and t(1/2)) showed the important role of aromatic substitution in enzymatic recognition and linker decomposition. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.11.026

文献信息

• A new simple and convenient method for the synthesis of substituted 2,6,9-trioxabicyclo[3.3.1]-nona-3,7-dienes from arylmalondialdehydes
  作者：Anthony Fernandes、Jérôme Marrot、Jean-Pierre Gesson、Sébastien Papot

  DOI：10.1016/j.tetlet.2006.06.043

  日期：2006.8

  A new convenient synthesis of substituted 2,6,9-trioxabicyclo[3.3.1]-nona-3,7-dienes is described. These new 'bridged bis-dioxines' were obtained in moderate to good yields by dimerization of the corresponding arylmalondialdehydes in the presence of 0.5 equiv of TMSOTf. The structure of the nitro derivative le has been proven by X-ray crystallography. A mechanism for this reaction is proposed. (c) 2006 Elsevier Ltd. All rights reserved.