(3,4-Dichlorophenyl)(2-thienylmethylene)amine | 51305-67-0

• 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: (3,4-Dichlorophenyl)(2-thienylmethylene)amine
• 英文别名: N-(3,4-dichlorophenyl)-1-thiophen-2-ylmethanimine
• CAS: 51305-67-0
• 化学式: C₁₁H₇Cl₂NS
• 分子量: 256.155
• InChiKey: JTCHIHMXQKRIMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 2-(6-chloropyridin-3-yl)-2-diazoacetate 、 (3,4-Dichlorophenyl)(2-thienylmethylene)amine 在 R-3,3'-二(三苯基硅基)联萘酚膦酸酯 、 dirhodium tetraacetate 、 水 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到
  参考文献：
  名称：

  Enantioselective Construction of C3-Multifunctionalization α-Hydroxy-β-amino Pyridines via α-Pyridyl Diazoacetate, Water, and Imines for Drug Hunting

  摘要：

  An asymmetric catalytic approach for the construction of C3-multifunctionalization α-hydroxy-β-amino pyridines has been reported. The products can be accessed by the modulation of two chiral catalysts independently in high yield and with good enantioselectivity. The method features mild reaction conditions and an excellent functional group tolerance. Biological activity analysis shows that the resulting products have a selective antiosteosarcoma activity on 143B cells.

  DOI：

  10.1021/acs.orglett.2c03987
• 作为产物：
  描述：

  2-噻吩甲醛 、 3,4-二氯苯胺 在 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 生成 (3,4-Dichlorophenyl)(2-thienylmethylene)amine
  参考文献：
  名称：

  Enantioselective Construction of C3-Multifunctionalization α-Hydroxy-β-amino Pyridines via α-Pyridyl Diazoacetate, Water, and Imines for Drug Hunting

  摘要：

  An asymmetric catalytic approach for the construction of C3-multifunctionalization α-hydroxy-β-amino pyridines has been reported. The products can be accessed by the modulation of two chiral catalysts independently in high yield and with good enantioselectivity. The method features mild reaction conditions and an excellent functional group tolerance. Biological activity analysis shows that the resulting products have a selective antiosteosarcoma activity on 143B cells.

  DOI：

  10.1021/acs.orglett.2c03987

文献信息

• Enantioselective Construction of C3-Multifunctionalization α-Hydroxy-β-amino Pyridines via α-Pyridyl Diazoacetate, Water, and Imines for Drug Hunting
  作者：Jian Xue、Zhengli Luo、Jisheng Huang、Yaqi Deng、Suzhen Dong、Shunying Liu

  DOI：10.1021/acs.orglett.2c03987

  日期：2022.12.30

  An asymmetric catalytic approach for the construction of C3-multifunctionalization α-hydroxy-β-amino pyridines has been reported. The products can be accessed by the modulation of two chiral catalysts independently in high yield and with good enantioselectivity. The method features mild reaction conditions and an excellent functional group tolerance. Biological activity analysis shows that the resulting products have a selective antiosteosarcoma activity on 143B cells.