2,3-二苯基-5,6,7,8-四氢-1,6-二氮杂萘 | 859214-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2,3-二苯基-5,6,7,8-四氢-1,6-二氮杂萘
• 英文名称: 2,3-diphenyl-5,6,7,8-tetrahydro-1,6-naphthyridine
• 英文别名: 2,3-diphenyl-5,6,7,8-tetrahydro[1,6]naphthyridine；5,6,7,8-tetrahydro-2,3-diphenyl-1,6-naphthyridine
• CAS: 859214-69-0
• 化学式: C₂₀H₁₈N₂
• 分子量: 286.376
• InChiKey: DNWMKVFNLVAPAE-UHFFFAOYSA-N

物化性质

• 熔点：
  156.0-158.0 °C
• 沸点：
  425.3±45.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-二苯基-5,6,7,8-四氢-1,6-二氮杂萘 在 溶剂黄146 、 ytterbium(III) triflate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 20.0h， 生成 Propyl-carbamic acid (2R,3S,6R)-6-{2-[3-(2,3-diphenyl-7,8-dihydro-5H-[1,6]naphthyridin-6-yl)-1-methyl-prop-(E)-ylideneaminooxy]-ethyl}-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Convergent Synthesis of a Complex Oxime Library Using Chemical Domain Shuffling

  摘要：

  yThe synthesis of a complex hybrid oxime library is reported utilizing convergent ligation of alkoxyamine and carbonyl monomers via "chemical domain shuffling". Initial biological screening of the library against human small cell lung carcinoma (A549) cells led to the identification of a novel hybrid dimer in contrast to the corresponding monomeric compounds which were found to be inactive.

  DOI：

  10.1021/ol051023r
• 作为产物：
  描述：

  3-(prop-2-yn-1-ylamino)propanenitrile 、 二苯基乙炔 在 carbon monoxide,cobalt,cyclopenta-1,3-diene 作用下， 以 氯苯 为溶剂， 反应 0.25h， 以65%的产率得到2,3-二苯基-5,6,7,8-四氢-1,6-二氮杂萘
  参考文献：
  名称：

  Convergent Synthesis of a Complex Oxime Library Using Chemical Domain Shuffling

  摘要：

  yThe synthesis of a complex hybrid oxime library is reported utilizing convergent ligation of alkoxyamine and carbonyl monomers via "chemical domain shuffling". Initial biological screening of the library against human small cell lung carcinoma (A549) cells led to the identification of a novel hybrid dimer in contrast to the corresponding monomeric compounds which were found to be inactive.

  DOI：

  10.1021/ol051023r

文献信息

• Domino Aza-Michael-<i>ih</i>-Diels–Alder Reaction to Various 3-Vinyl-1,2,4-triazines: Access to Polysubstituted Tetrahydro-1,6-naphthyridines
  作者：Jabrane Jouha、Floris Buttard、Magali Lorion、Clément Berthonneau、Mostafa Khouili、Marie-Aude Hiebel、Gérald Guillaumet、Jean-François Brière、Franck Suzenet

  DOI：10.1021/acs.orglett.7b02132

  日期：2017.9.15

  A straightforward domino aza-Michael-inverseelectron-demand-hetero-Diels Alder/retro-Diels-Alder reaction between primary and secondary propargylamine derivatives and 3-vinyl-1,2,4-triazines is developed highlighting not only the uniqueness of this dual-heterocyclic platform but also a novel and unprecedented path to polysubstituted tetrahydro-1,6-naphthyridine scaffolds.
• Convergent Synthesis of a Complex Oxime Library Using Chemical Domain Shuffling
  作者：Shun Su、Dayle E. Acquilano、Jeevanandam Arumugasamy、Aaron B. Beeler、Erin L. Eastwood、Joshua R. Giguere、Ping Lan、Xiaoguang Lei、Geanna K. Min、Adam R. Yeager、Ya Zhou、James S. Panek、John K. Snyder、Scott E. Schaus、John A. Porco

  DOI：10.1021/ol051023r

  日期：2005.6.1

  yThe synthesis of a complex hybrid oxime library is reported utilizing convergent ligation of alkoxyamine and carbonyl monomers via "chemical domain shuffling". Initial biological screening of the library against human small cell lung carcinoma (A549) cells led to the identification of a novel hybrid dimer in contrast to the corresponding monomeric compounds which were found to be inactive.
• Synthesis of 5,6,7,8-Tetrahydro-1,6-naphthyridines and Related Heterocycles by Cobalt-Catalyzed [2 + 2 + 2] Cyclizations
  作者：Ya Zhou、John A. Porco、John K. Snyder

  DOI：10.1021/ol0625280

  日期：2007.2.1

  Microwave-promoted, cobalt-catalyzed intramolecular [2 + 2 + 2] cyclizations of dialkynylnitriles successfully gave 5,6,7,8-tetrahydro-1,6-naphthyridines. The efficient synthesis of these relatively simple, yet rarely addressed heterocycles enabled the preparation of a collection of these compounds.