(3S,3'S,4'R,6'S,8'R,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]-8'-carboxylic acid tert-butyl ester | 792917-10-3

• 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'R,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]-8'-carboxylic acid tert-butyl ester
• CAS: 792917-10-3
• 化学式: C₃₇H₄₂N₂O₇
• 分子量: 626.75
• InChiKey: LPPXBHORXFQXEL-MRTVRYSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  46.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  103.4
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (3S,3'S,4'R,6'S,8'R,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]-8'-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 、 palladium dichloride 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 乙腈 为溶剂， 20.0 ℃ 、482.63 kPa 条件下， 反应 53.5h， 生成 (1R,2S,3S,5aS,10aR)-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]-1-carboxylic acid tert-butyl ester
  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 regiocontrolled and stereocontrolled manner in a single step. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.047
• 作为产物：
  描述：

  6-甲氧基靛红 在 3 A molecular sieve 作用下， 以 乙二醇二甲醚 、 甲苯 为溶剂， 反应 28.0h， 生成 (3S,3'S,4'R,6'S,8'R,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]-8'-carboxylic acid tert-butyl ester
  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 regiocontrolled and stereocontrolled manner in a single step. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.047