(4-hydroxy-3,10-dioxo-4,7,8,10-tetrahydro-1H,3H-spiro[pyrano[3,4-f]indolizine-6,2'-[1,3]dioxolan]-4-yl)methyl 2-methoxyacetate | 177611-80-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃吡啶类
• 英文名称: (4-hydroxy-3,10-dioxo-4,7,8,10-tetrahydro-1H,3H-spiro[pyrano[3,4-f]indolizine-6,2'-[1,3]dioxolan]-4-yl)methyl 2-methoxyacetate
• CAS: 177611-80-2
• 化学式: C₁₇H₁₉NO₉
• 分子量: 381.339
• InChiKey: ZSCAKYCIRKQDDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.11
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  122.52
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (4-hydroxy-3,10-dioxo-4,7,8,10-tetrahydro-1H,3H-spiro[pyrano[3,4-f]indolizine-6,2'-[1,3]dioxolan]-4-yl)methyl 2-methoxyacetate 在 对甲苯磺酸 、 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 8.0h， 生成 (19-Hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-19-yl)methyl 2-methoxyacetate
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of (RS)-20-desethyl-20-substituted camptothecin analogues

  摘要：

  Sixteen (RS)-20-desethyl-20-substituted camptothecin analogues were designed and prepared by total synthesis. These analogues were evaluated for cytotoxic activity against five tumor cell lines. The cytotoxic activity of compound 14f was shown to be comparable to that of camptothecin. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00132-1
• 作为产物：
  描述：

  ethyl 2-(6′-cyan-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)acetate 在 吡啶 、 lithium hydroxide 、 四氧化锇 、 镍 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N-二异丙基乙胺 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 、 溶剂黄146 、 苯 为溶剂， 反应 75.0h， 生成 (4-hydroxy-3,10-dioxo-4,7,8,10-tetrahydro-1H,3H-spiro[pyrano[3,4-f]indolizine-6,2'-[1,3]dioxolan]-4-yl)methyl 2-methoxyacetate
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of (RS)-20-desethyl-20-substituted camptothecin analogues

  摘要：

  Sixteen (RS)-20-desethyl-20-substituted camptothecin analogues were designed and prepared by total synthesis. These analogues were evaluated for cytotoxic activity against five tumor cell lines. The cytotoxic activity of compound 14f was shown to be comparable to that of camptothecin. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00132-1