| 1221440-05-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• CAS: 1221440-05-6
• 化学式: C₃₁H₃₅BrN₂O₅
• 分子量: 595.533
• InChiKey: RUAXMBHZIDAZIE-PSHIFLMDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  39.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  73.02
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  、 溴乙酸甲酯 以 乙腈 为溶剂， 反应 2.0h， 以65%的产率得到methyl (12S,14R)-12-(7-bromo-4,6-dimethoxy-3-methyl-2,3-dihydro-1-benzofuran-5-yl)-16-ethyl-1-(2-methoxy-2-oxoethyl)-10-aza-1-azoniatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaene-12-carboxylate;bromide
  参考文献：
  名称：

  Elaboration of Simplified Vinca Alkaloids and Phomopsin Hybrids

  摘要：

  Nine simplified vinca alkaloids and phomospin A hybrids, in which vindoline moiety has been replaced by a simpler scaffold, have been elaborated to evaluate their activity on the inhibition of tubulin polymerization. This article deals with the synthesis of various simplified vinca alkaloids, using a stereoselective coupling of catharantine with reactive aromatic compounds and methanol as well as their subsequent condensation with a large peptide chain mimicking those of phomopsin A. Biological evaluation and molecular modeling studies are also reported.

  DOI：

  10.1111/j.1747-0285.2009.00922.x
• 作为产物：
  描述：

  在 三氟乙酸 、 N-溴代丁二酰亚胺(NBS) 、 silver tetrafluoroborate 作用下， 以 二氯甲烷 、 四氢呋喃 、 水 为溶剂， 反应 2.5h， 以60%的产率得到
  参考文献：
  名称：

  Elaboration of Simplified Vinca Alkaloids and Phomopsin Hybrids

  摘要：

  Nine simplified vinca alkaloids and phomospin A hybrids, in which vindoline moiety has been replaced by a simpler scaffold, have been elaborated to evaluate their activity on the inhibition of tubulin polymerization. This article deals with the synthesis of various simplified vinca alkaloids, using a stereoselective coupling of catharantine with reactive aromatic compounds and methanol as well as their subsequent condensation with a large peptide chain mimicking those of phomopsin A. Biological evaluation and molecular modeling studies are also reported.

  DOI：

  10.1111/j.1747-0285.2009.00922.x