2,2,2-trichloroethyl (3S,3'R,3a'S,6'R,8a'S)-2'-ethylidene-1-methoxy-2-oxo-2',3',3a',4',8',8a'-hexahydro-1'H,6'H-spiro[indoline-3,7'-[3,6]methanooxepino[4,3-b]pyrrole]-1'-carboxylate | 905440-57-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: 2,2,2-trichloroethyl (3S,3'R,3a'S,6'R,8a'S)-2'-ethylidene-1-methoxy-2-oxo-2',3',3a',4',8',8a'-hexahydro-1'H,6'H-spiro[indoline-3,7'-[3,6]methanooxepino[4,3-b]pyrrole]-1'-carboxylate
• CAS: 905440-57-5
• 化学式: C₂₂H₂₃Cl₃N₂O₅
• 分子量: 501.794
• InChiKey: QTJWHMSIIMOZJM-IDRPVFNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  32.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  68.31
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,2,2-trichloroethyl (3S,3'R,3a'S,6'R,8a'S)-2'-ethylidene-1-methoxy-2-oxo-2',3',3a',4',8',8a'-hexahydro-1'H,6'H-spiro[indoline-3,7'-[3,6]methanooxepino[4,3-b]pyrrole]-1'-carboxylate 在 吡啶 、 四氧化锇 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以83%的产率得到
  参考文献：
  名称：

  Four Novel Gelsenicine-Related Oxindole Alkaloids from the Leaves of Gelsemium elegans Benth.

  摘要：

  [GRAPHICS]New types of four gelsenicine-related oxindole alkaloids were isolated from the leaves of Gelsemium elegans Benth. Gelsedilam (1) and 14-acetoxygelsedilam (2) are the first examples of 18,19-nor-type monoterpenoid indole alkaloids. Gelsefuranidine (3) and gelseiridone (4) have, respectively, an additional furan residue or an iridoid unit on the gelsenicine-related monoterpenoid indole alkaloid.

  DOI：

  10.1021/ol061062i
• 作为产物：
  描述：

  gelsenicine 、 氯甲酸-2,2,2-三氯乙酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到2,2,2-trichloroethyl (3S,3'R,3a'S,6'R,8a'S)-2'-ethylidene-1-methoxy-2-oxo-2',3',3a',4',8',8a'-hexahydro-1'H,6'H-spiro[indoline-3,7'-[3,6]methanooxepino[4,3-b]pyrrole]-1'-carboxylate
  参考文献：
  名称：

  Four Novel Gelsenicine-Related Oxindole Alkaloids from the Leaves of Gelsemium elegans Benth.

  摘要：

  [GRAPHICS]New types of four gelsenicine-related oxindole alkaloids were isolated from the leaves of Gelsemium elegans Benth. Gelsedilam (1) and 14-acetoxygelsedilam (2) are the first examples of 18,19-nor-type monoterpenoid indole alkaloids. Gelsefuranidine (3) and gelseiridone (4) have, respectively, an additional furan residue or an iridoid unit on the gelsenicine-related monoterpenoid indole alkaloid.

  DOI：

  10.1021/ol061062i