2-{3-[4-(2-Amino-ethyl)-phenoxy]-4-methoxy-phenyl}-ethylamine | 222054-69-5

• 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: 2-{3-[4-(2-Amino-ethyl)-phenoxy]-4-methoxy-phenyl}-ethylamine
• 英文别名: 2-[4-[5-(2-Aminoethyl)-2-methoxyphenoxy]phenyl]ethanamine
• CAS: 222054-69-5
• 化学式: C₁₇H₂₂N₂O₂
• 分子量: 286.374
• InChiKey: GVFFVNRZTDDBHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-{3-[4-(2-Amino-ethyl)-phenoxy]-4-methoxy-phenyl}-ethylamine 、 (4Z)-4-[[4-[2-methoxy-5-[(Z)-(5-oxo-2-phenyl-1,3-oxazol-4-ylidene)methyl]phenoxy]phenyl]methylidene]-2-phenyl-1,3-oxazol-5-one 在 吡啶 作用下， 反应 96.0h， 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 、 N-[(12Z,24Z)-12-benzamido-4,17-dimethoxy-11,26-dioxo-2,19-dioxa-10,27-diazapentacyclo[28.2.2.220,23.13,7.114,18]octatriaconta-1(32),3,5,7(38),12,14(37),15,17,20,22,24,30,33,35-tetradecaen-25-yl]benzamide
  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：

  3-(4-formylphenoxy)-4-methoxybenzaldehyde 在 lithium aluminium tetrahydride 、 ammonium acetate 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 14.0h， 生成 2-{3-[4-(2-Amino-ethyl)-phenoxy]-4-methoxy-phenyl}-ethylamine
  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

文献信息

• Entropically Favorable Macrolactamization. Synthesis of Isodityrosine Peptide Analogues by Tandem Erlenmeyer Condensation−Macrolactamization
  作者：Karl L. Bailey、Tadeusz F. Molinski

  DOI：10.1021/jo9825198

  日期：1999.4.1

  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.