N-[(5-methylimidazol-4-yl)methylidene]-DL-phenylalanine | 1164117-94-5

• 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: N-[(5-methylimidazol-4-yl)methylidene]-DL-phenylalanine
• 英文别名: 5-methylimidazol-4-yl-methylidene-DL-phenylalanine；HL^5-Me
• CAS: 1164117-94-5
• 化学式: C₁₄H₁₅N₃O₂
• 分子量: 257.292
• InChiKey: ZFPIWBMSEYPZGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  78.34
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[(5-methylimidazol-4-yl)methylidene]-DL-phenylalanine 、 copper(II) choride dihydrate 以 甲醇 为溶剂， 以22%的产率得到
  参考文献：
  名称：

  铜 (II) 和锌 (II) 配合物与咪唑-4-甲醛衍生物和 DL-苯丙氨酸的 1:1 缩合产物的对映选择性组装结构

  摘要：

  铜 (II) 与三齿配体 H2LR（R = H、2-Me 和 5-Me）的配合物源自 DL-苯丙氨酸和咪唑-4-甲醛衍生物（咪唑-4-甲醛）的 1:1 缩合产物...

  DOI：

  10.1246/bcsj.82.458
• 作为产物：
  描述：

  5-甲基咪唑-4-甲醛 、 DL-苯丙氨酸 以 甲醇 、 水 为溶剂， 反应 0.5h， 生成 N-[(5-methylimidazol-4-yl)methylidene]-DL-phenylalanine
  参考文献：
  名称：

  Enantioselective Assembly Structures of Copper(II) Complexes with the 1:1 Condensation Products of DL-Phenylalanine and Either 2- or 5-Methyl-4-formylimidazole

  摘要：

  制备了 Dl-苯丙氨酸与 2-或 5-甲基-4-甲酰基咪唑的 1:1 缩合产物 [CuCl(HL2-Me)] (1) 和 [CuCl(HL5-Me)]-MeOH (2) 的铜（II）配合物，并确定了它们的组装结构。由于分子间的咪唑-羧酸氢键和链间的 Cu*-Cl 配位键形成了螺旋链结构，这两种配合物都具有二维（2D）组装结构。2 在正交对称空间群 C2221 中结晶，显示出自发分辨力，而 1 则在中心对称空间群 P21/a 中结晶。

  DOI：

  10.1246/cl.2006.792

文献信息

• Enantioselective assembling into tetra- and octanuclear structures by deprotonation of copper(II) complexes of N-[(5-methylimidazol-4-yl)methylidene]-dl-phenylalanine and its l-form ligand
  作者：Tomohiro Oishi、Tomotaka Hashibe、Saori Takahashi、Hiroaki Hagiwara、Naohide Matsumoto、Yukinari Sunatsuki

  DOI：10.1016/j.poly.2011.11.024

  日期：2012.2

  Abstract Two copper(II) complexes with the protonated ligands [CuIIClHL dl ] and [CuIIClHL l ] were prepared, where HL dl denotes N-[(5-methylimidazol-4-yl)methylidene]- dl -phenylalanine and HL l denotes its l -form ligand. The deprotonation of [CuIIClHL dl ] at the imidazole moiety gave an imidazolato-bridged cyclic tetranuclear arrayed [CuIIL d (H2O)] and [CuIIL l (H2O)] species, while the deprotonation

  摘要制备了两个具有质子化配体[CuIIClHL dl]和[CuIIClHL 1]的铜（II）配合物，其中HL dl表示N-[（5-甲基咪唑-4-基）亚甲基] -dl-苯丙氨酸，HL l表示N-[（5-甲基咪唑-4-基）亚甲基] -dl-苯丙氨酸。 1-型配体。[CuIIClHL dl]在咪唑部分的去质子化得到了一个由咪唑基桥联的环状四核排列的[CuIIL d（H2O）]和[CuIIL l（ ）]种类，而[CuIIClHL 1]的去质子化得到了八核结构[CuII8L [8·4 ]，其中两个环状四核物质通过四聚体Cu-O（羧酸盐）配位键连接。
• Assembly structures of 1:2 nickel(II) complex of 5-methylimidazol-4-yl-methylidene-l-phenylalanine and 1:2 nickel(II) complex of its racemic ligand
  作者：Seira Shintoyo、Suguru Yamauchi、Tomohiro Oishi、Naohide Matsumoto、Takeshi Fujinami

  DOI：10.1016/j.ica.2013.06.044

  日期：2013.9

  1:2 Nickel(II) complexes of 5-methylimidazol-4-yl-methylidene-L-phenylalanine (H2LL-phe) and its racemic ligand (H2LDL-phe) were synthesized and the crystal structures of the resultant [Ni(HLL-phe)(2)]- MeOH center dot 3H(2)O (1) and [Ni(HLDL-phe)(2)]center dot 6H(2)O (2) complexes were determined. Complex 1 crystallized in an acentrosymmetric monoclinic space group, P2(1) (No. 4). The nickel(II) ion is coordinated by (N2O)(2) donor atoms from two tridentate H2LL-phe ligands and has an octahedral coordination environment. In the crystal, 1 contains only the L-isomer and forms a homochiral 2D structure through hydrogen bonding between the adjacent complex molecules. In contrast, Complex 2 crystallized into a centrosymmetric monoclinic space group, P2(1)/c (No. 14). The nickel(II) ion is coordinated by (N2O)(2) donor atoms from two H2LL-phe tridentate ligands. The coordination geometry around the nickel(II) ion is described as octahedral. In the crystal, 2 consists of [Ni(HLD-phe)(2)] and [Ni(HLL-phe)(2)] molecule that are related and forms a heterochiral 3D structure via hydrogen bonding through the crystal solvents. (C) 2013 Elsevier B.V. All rights reserved.