ethyl 2-chloro-7-pentanoylamino-1,8-naphthyridine-3-carboxylate | 213680-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: ethyl 2-chloro-7-pentanoylamino-1,8-naphthyridine-3-carboxylate
• CAS: 213680-88-7
• 化学式: C₁₆H₁₈ClN₃O₃
• 分子量: 335.79
• InChiKey: KVQMDROYUCMBQY-UHFFFAOYSA-N

物化性质

• 沸点：
  528.735±45.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.297±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81.18
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-chloro-7-pentanoylamino-1,8-naphthyridine-3-carboxylate 在 4-二甲氨基吡啶 、 18-冠醚-6 、 乙醇 、 potassium carbonate 、 三氟乙酸 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 、 叔丁醇 为溶剂， 反应 59.33h， 生成 7-[3,5-Bis-(3,5-di-tert-butyl-benzyloxy)-benzylamino]-2-ethylamino-3H-1,3,8,9-tetraaza-anthracen-4-one
  参考文献：
  名称：

  Supramolecular Polymer Chemistry:  Self-Assembling Dendrimers Using the DDA·AAD (GC-like) Hydrogen Bonding Motif

  摘要：

  Heterocyclic unit 2 containing complementary donor-donor-acceptor (DDA) and acceptor-acceptor-donor (AAD) hydrogen bonding arrays at an angle of about 601 Was designed to self-assemble into a hexamer. To investigate whether this unit could self-assemble dendrimers, the 2,8-diamino-2-N-ethylpyrimido-(4,5-b)(1, 8)naphthyridine-3H-4-one subunit was synthesized with a first (2a), second (2b), and third generation (2c) Frechet-type dendron attached to the 8-amino group. The synthesis of 2a-c was accomplished in 11 steps beginning with 2,6-diaminopyridine and the corresponding dendron bromide. Studies using H-1 NMR, size exclusion chromatography (SEC), and dynamic light scattering (DLS) support the cooperative formation of cyclic hexamers in apolar solvents. The stability of the self-assembled dendrimers is dependent on the size of the attached dendron, and mixing studies with 2a-c indicate their usefulness in constructing dynamic combinatorial libraries.

  DOI：

  10.1021/ja0202006
• 作为产物：
  描述：

  戊酸酐 在 吡啶 、 三氯氧磷 作用下， 反应 24.0h， 生成 ethyl 2-chloro-7-pentanoylamino-1,8-naphthyridine-3-carboxylate
  参考文献：
  名称：

  Supramolecular Polymer Chemistry:  Self-Assembling Dendrimers Using the DDA·AAD (GC-like) Hydrogen Bonding Motif

  摘要：

  Heterocyclic unit 2 containing complementary donor-donor-acceptor (DDA) and acceptor-acceptor-donor (AAD) hydrogen bonding arrays at an angle of about 601 Was designed to self-assemble into a hexamer. To investigate whether this unit could self-assemble dendrimers, the 2,8-diamino-2-N-ethylpyrimido-(4,5-b)(1, 8)naphthyridine-3H-4-one subunit was synthesized with a first (2a), second (2b), and third generation (2c) Frechet-type dendron attached to the 8-amino group. The synthesis of 2a-c was accomplished in 11 steps beginning with 2,6-diaminopyridine and the corresponding dendron bromide. Studies using H-1 NMR, size exclusion chromatography (SEC), and dynamic light scattering (DLS) support the cooperative formation of cyclic hexamers in apolar solvents. The stability of the self-assembled dendrimers is dependent on the size of the attached dendron, and mixing studies with 2a-c indicate their usefulness in constructing dynamic combinatorial libraries.

  DOI：

  10.1021/ja0202006