| 1609449-83-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• CAS: 1609449-83-3
• 化学式: C₅₃H₅₄O₁₂
• 分子量: 883.005
• InChiKey: JBLJHSLERVTIJG-AHARYKFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.81
• 重原子数：
  65.0
• 可旋转键数：
  19.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  130.35
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  在 20% palladium hydroxide-activated charcoal 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 8.0h， 生成
  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：

  [8-[(2S,3S,4R,5S,6S)-3-acetyloxy-6-methyl-4,5-bis(phenylmethoxy)oxan-2-yl]-4-methoxy-5-phenylmethoxynaphthalen-1-yl] 5-[2-(ethoxymethoxy)ethyl]-2-iodo-3-methoxybenzoate 在 bis(triphenylphosphine)palladium(II) dichloride 、 potassium acetate 作用下， 反应 5.0h， 以64%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