Diethyl 2-(6'-ethoxycarbonyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3,8,8a-tetrahydroindolizine]-7'-yl)propanedioate | 1233480-44-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Diethyl 2-(6'-ethoxycarbonyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3,8,8a-tetrahydroindolizine]-7'-yl)propanedioate
• CAS: 1233480-44-8
• 化学式: C₂₀H₂₇NO₉
• 分子量: 425.436
• InChiKey: WISXTNRDAWMUKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Diethyl 2-(6'-ethoxycarbonyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3,8,8a-tetrahydroindolizine]-7'-yl)propanedioate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以98%的产率得到Diethyl 2-(6'-ethoxycarbonyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3-dihydroindolizine]-7'-yl)propanedioate
  参考文献：
  名称：

  Formal synthesis of (±)-camptothecin via tricyclic lactone as key synthon

  摘要：

  Formal synthesis of (+/-)-camptothecin via CDE tricyclic lactone employing tandem Michael addition, Dieckmann condensation and addition-elimination reaction as key steps starting from glycinate is described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.019
• 作为产物：
  描述：

  Ethyl 7'-chloro-5'-oxospiro[1,3-dioxolane-2,1'-2,3,8,8a-tetrahydroindolizine]-6'-carboxylate 、 丙二酸二乙酯 在 sodium hydride 作用下， 以 苯 为溶剂， 以65%的产率得到Diethyl 2-(6'-ethoxycarbonyl-5'-oxospiro[1,3-dioxolane-2,1'-2,3,8,8a-tetrahydroindolizine]-7'-yl)propanedioate
  参考文献：
  名称：

  Formal synthesis of (±)-camptothecin via tricyclic lactone as key synthon

  摘要：

  Formal synthesis of (+/-)-camptothecin via CDE tricyclic lactone employing tandem Michael addition, Dieckmann condensation and addition-elimination reaction as key steps starting from glycinate is described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.019

文献信息

• Formal synthesis of (±)-camptothecin via tricyclic lactone as key synthon
  作者：Subhash P. Chavan、Abasaheb N. Dhawane、Uttam R. Kalkote

  DOI：10.1016/j.tetlet.2010.04.019

  日期：2010.6

  Formal synthesis of (+/-)-camptothecin via CDE tricyclic lactone employing tandem Michael addition, Dieckmann condensation and addition-elimination reaction as key steps starting from glycinate is described. (C) 2010 Elsevier Ltd. All rights reserved.