(3S,3'S,4'R,6'S,8'aR)-1,2,3',4',8',8'a-hexahydro-6-methoxy-6'-(2-methoxy-2-methylpropyl)-1',2-dioxo-3',4'-diphenylspiro[3H-indole-3,7'(6'H)-[1H]pyrrolo[2,1-c][1,4]-oxazine] | 599185-51-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (3S,3'S,4'R,6'S,8'aR)-1,2,3',4',8',8'a-hexahydro-6-methoxy-6'-(2-methoxy-2-methylpropyl)-1',2-dioxo-3',4'-diphenylspiro[3H-indole-3,7'(6'H)-[1H]pyrrolo[2,1-c][1,4]-oxazine]
• 英文别名: (3S,3'S,4'R,6'S,8'aR)-6-methoxy-6'-(2-methoxy-2-methylpropyl)-3',4'-diphenylspiro[1H-indole-3,7'-4,6,8,8a-tetrahydro-3H-pyrrolo[2,1-c][1,4]oxazine]-1',2-dione
• CAS: 599185-51-0
• 化学式: C₃₂H₃₄N₂O₅
• 分子量: 526.632
• InChiKey: KZOYGBAUZWDYHE-VXRLQYQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S,3'S,4'R,6'S,8'aR)-1,2,3',4',8',8'a-hexahydro-6-methoxy-6'-(2-methoxy-2-methylpropyl)-1',2-dioxo-3',4'-diphenylspiro[3H-indole-3,7'(6'H)-[1H]pyrrolo[2,1-c][1,4]-oxazine] 在 palladium dihydroxide 、 palladium on activated charcoal 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 溶剂黄146 、 正丁醛 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 乙腈 为溶剂， 生成 (2S,3S,5aS,10aS)-1',2',5a,6,7,8,10,10a-octahydro-6'-methoxy-3-(2-methoxy-2-methylpropyl)-2',5,10-trioxospiro[1H,5H-dipyrrolo[1,2-a:1',2'-d]pyrazine-2(3H),3'-[3H]indole]
  参考文献：
  名称：

  Concise, Asymmetric Total Synthesis of Spirotryprostatin A

  摘要：

  The structurally intriguing cell-cycle inhibitor spirotryprostatin A has been synthesized utilizing an azomethine ylide dipolar cycloaddition reaction as the key step. This pentacyclic alkaloid contains a prenylated tryptophan-derived oxindole moiety that has been created in a reglocontrolled and stereocontrolled manner in a single step.

  DOI：

  10.1021/ol0351910
• 作为产物：
  描述：

  3-hydroxy-6-methoxy-3-trimethylsilyl-1,3-dihydroindol-2-one 在 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 (3S,3'S,4'R,6'S,8'aR)-1,2,3',4',8',8'a-hexahydro-6-methoxy-6'-(2-methoxy-2-methylpropyl)-1',2-dioxo-3',4'-diphenylspiro[3H-indole-3,7'(6'H)-[1H]pyrrolo[2,1-c][1,4]-oxazine]
  参考文献：
  名称：

  Concise, Asymmetric Total Synthesis of Spirotryprostatin A

  摘要：

  The structurally intriguing cell-cycle inhibitor spirotryprostatin A has been synthesized utilizing an azomethine ylide dipolar cycloaddition reaction as the key step. This pentacyclic alkaloid contains a prenylated tryptophan-derived oxindole moiety that has been created in a reglocontrolled and stereocontrolled manner in a single step.

  DOI：

  10.1021/ol0351910

文献信息

• Concise, Asymmetric Total Synthesis of Spirotryprostatin A
  作者：Tomoyuki Onishi、Paul R. Sebahar、Robert M. Williams

  DOI：10.1021/ol0351910

  日期：2003.8.1

  The structurally intriguing cell-cycle inhibitor spirotryprostatin A has been synthesized utilizing an azomethine ylide dipolar cycloaddition reaction as the key step. This pentacyclic alkaloid contains a prenylated tryptophan-derived oxindole moiety that has been created in a reglocontrolled and stereocontrolled manner in a single step.
• Concise, asymmetric total synthesis of spirotryprostatin A
  作者：Tomoyuki Onishi、Paul R. Sebahar、Robert M. Williams

  DOI：10.1016/j.tet.2004.07.047

  日期：2004.10

  The structurally intriguing cell-cycle inhibitor spirotryprostatin A has been synthesized utilizing an azomethine ylide dipolar cycloaddition reaction as the key step. This pentacyclic alkaloid contains a prenylated tryptophan-derived oxindole moiety that has been created in a regiocontrolled and stereocontrolled manner in a single step. (C) 2004 Elsevier Ltd. All rights reserved.