| 1609449-85-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• CAS: 1609449-85-5
• 化学式: C₃₅H₃₆O₁₄
• 分子量: 680.662
• InChiKey: XEGLOKGBJSLZPH-HJIYDPOZSA-N

物化性质

• 沸点：
  811.5±65.0 °C(predicted)
• 密度：
  1.41±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  49.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  183.33
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  在 2-硝基苯基丝氰酸酯 、 三丁基膦 、 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.67h， 以57%的产率得到
  参考文献：
  名称：

  Total Synthesis of the Antitumor Natural Product Polycarcin V and Evaluation of Its DNA Binding Profile

  摘要：

  The convergent total synthesis of polycarcin V, a gilvocarcin-type natural product that shows significant cytotoxicity with selectivity for nonsmall-cell lung cancer, breast cancer, and melanoma cells, has been achieved in 13 steps from 7, 8, and 22; the sequence features a stereoselective alpha-C-glycosylation reaction for the union of protected carbohydrate 7' and naphthol 8. The association constant for the binding of polycarcin V to duplex DNA is similar to that previously reported for gilvocarcin V.

  DOI：

  10.1021/ol501095w
• 作为产物：
  描述：

  在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以91%的产率得到
  参考文献：
  名称：

  Total Synthesis of the Antitumor Natural Product Polycarcin V and Evaluation of Its DNA Binding Profile

  摘要：

  The convergent total synthesis of polycarcin V, a gilvocarcin-type natural product that shows significant cytotoxicity with selectivity for nonsmall-cell lung cancer, breast cancer, and melanoma cells, has been achieved in 13 steps from 7, 8, and 22; the sequence features a stereoselective alpha-C-glycosylation reaction for the union of protected carbohydrate 7' and naphthol 8. The association constant for the binding of polycarcin V to duplex DNA is similar to that previously reported for gilvocarcin V.

  DOI：

  10.1021/ol501095w