1-Methoxy-4-((Z)-2-nitro-vinyl)-2-[4-((E)-2-nitro-vinyl)-phenoxy]-benzene | 222054-67-3

• 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: 1-Methoxy-4-((Z)-2-nitro-vinyl)-2-[4-((E)-2-nitro-vinyl)-phenoxy]-benzene
• CAS: 222054-67-3
• 化学式: C₁₇H₁₄N₂O₆
• 分子量: 342.308
• InChiKey: MZWVRAJOXSDBMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  104.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-Methoxy-4-((Z)-2-nitro-vinyl)-2-[4-((E)-2-nitro-vinyl)-phenoxy]-benzene 在 吡啶 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 107.0h， 生成 N-[(12Z,24Z)-11,26-dihydroxy-25-[[hydroxy(phenyl)methylidene]amino]-4,20-dimethoxy-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),10,12,14(37),15,17(36),19,21,23(35),24,26,30,33-hexadecaen-12-yl]benzenecarboximidic acid
  参考文献：
  名称：

  Entropically Favorable Macrolactamization. Synthesis of Isodityrosine Peptide Analogues by Tandem Erlenmeyer Condensation−Macrolactamization

  摘要：

  Macrolactams containing a modified isodityrosine moiety were assembled by direct addition of a bis-4-aryliden-5(4H)-oxazolone, derived by double Erlenmeyer condensation of diaryl ether dicar-boxaldehydes and an alpha,omega-diamine. derived from the same precursor. Tandem acylation of diamines with the bis-Erlenmeyer oxazolone gave macrolactams in yields of up to 30%. TECM demonstrates an entropically controlled 28-membered ring closure and allows rapid access to a variety of cyclic isodityrosine peptide analogues of the biologically active natural product bastadin-5.

  DOI：

  10.1021/jo9825198
• 作为产物：
  描述：

  异香兰素 在 ammonium acetate 、 potassium carbonate 、 copper(II) oxide 作用下， 以 吡啶 、 溶剂黄146 为溶剂， 反应 15.0h， 生成 1-Methoxy-4-((Z)-2-nitro-vinyl)-2-[4-((E)-2-nitro-vinyl)-phenoxy]-benzene
  参考文献：
  名称：

  Entropically Favorable Macrolactamization. Synthesis of Isodityrosine Peptide Analogues by Tandem Erlenmeyer Condensation−Macrolactamization

  摘要：

  Macrolactams containing a modified isodityrosine moiety were assembled by direct addition of a bis-4-aryliden-5(4H)-oxazolone, derived by double Erlenmeyer condensation of diaryl ether dicar-boxaldehydes and an alpha,omega-diamine. derived from the same precursor. Tandem acylation of diamines with the bis-Erlenmeyer oxazolone gave macrolactams in yields of up to 30%. TECM demonstrates an entropically controlled 28-membered ring closure and allows rapid access to a variety of cyclic isodityrosine peptide analogues of the biologically active natural product bastadin-5.

  DOI：

  10.1021/jo9825198