14β-ethyl-3-oxo-(N_a-tert-butoxycarbonyl)vincadifformine | 260361-99-7

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: 14β-ethyl-3-oxo-(N_a-tert-butoxycarbonyl)vincadifformine
• 英文别名: 8-O-tert-butyl 10-O-methyl (1S,12R,14S,19R)-12,14-diethyl-15-oxo-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9-tetraene-8,10-dicarboxylate
• CAS: 260361-99-7
• 化学式: C₂₈H₃₆N₂O₅
• 分子量: 480.604
• InChiKey: HCPZUNWKMYWFNC-FYCSRAKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  35.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  76.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  14β-ethyl-3-oxo-(N_a-tert-butoxycarbonyl)vincadifformine 在 盐酸 、 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 14β-ethyl-1,2-didehydro-aspidospermidine
  参考文献：
  名称：

  D-ring substituted rhazinilam analogues: semisynthesis and evaluation of antitubulin activity

  摘要：

  Novel (-)- and (+)-rhazinilam derivatives substituted on the D-ring (compounds 3, 4, 5 and 6) have been prepared from (+)-vincadifformine 7 and (-)-tabersonine and evaluated against the disassembly of microtubules into tubulin. Along with this study, a reproducible 'one pot' semisynthesis of (-)-rhazinilam 1 from (+)-1,2-didehydroaspidospermidine 2 was performed allowing the easy preparation of these new compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00241-2
• 作为产物：
  描述：

  (N_a-tert-butoxycarbonyl)vincadifformine 在 正丁基锂 、 溴 、 sodium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 生成 14β-ethyl-3-oxo-(N_a-tert-butoxycarbonyl)vincadifformine
  参考文献：
  名称：

  D-ring substituted rhazinilam analogues: semisynthesis and evaluation of antitubulin activity

  摘要：

  Novel (-)- and (+)-rhazinilam derivatives substituted on the D-ring (compounds 3, 4, 5 and 6) have been prepared from (+)-vincadifformine 7 and (-)-tabersonine and evaluated against the disassembly of microtubules into tubulin. Along with this study, a reproducible 'one pot' semisynthesis of (-)-rhazinilam 1 from (+)-1,2-didehydroaspidospermidine 2 was performed allowing the easy preparation of these new compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00241-2