Allyl (6aS,7R,13S,16R)-5-(allyloxy)-8,10-dihydroxy-16-(hydroxymethyl)-9-methoxy-4-methyl-14-oxo-6,6a,7,13,14,16-hexahydro-12H-7,13-epiminobenzo[4,5]azocino[1,2-b][1,3]dioxolo[4,5-h]isoquinoline-17-carboxylate | 265134-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: Allyl (6aS,7R,13S,16R)-5-(allyloxy)-8,10-dihydroxy-16-(hydroxymethyl)-9-methoxy-4-methyl-14-oxo-6,6a,7,13,14,16-hexahydro-12H-7,13-epiminobenzo[4,5]azocino[1,2-b][1,3]dioxolo[4,5-h]isoquinoline-17-carboxylate
• 英文别名: prop-2-enyl (1R,2S,13R,16S)-20,22-dihydroxy-13-(hydroxymethyl)-21-methoxy-6-methyl-15-oxo-5-prop-2-enoxy-8,10-dioxa-14,24-diazahexacyclo[14.7.1.02,14.04,12.07,11.018,23]tetracosa-4,6,11,18,20,22-hexaene-24-carboxylate
• CAS: 265134-82-5
• 化学式: C₃₀H₃₂N₂O₁₀
• 分子量: 580.591
• InChiKey: SCVNNYUDCAKOSN-KGYLXKDPSA-N

物化性质

• 沸点：
  749.9±60.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  148
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Allyl (6aS,7R,13S,16R)-5-(allyloxy)-8,10-dihydroxy-16-(hydroxymethyl)-9-methoxy-4-methyl-14-oxo-6,6a,7,13,14,16-hexahydro-12H-7,13-epiminobenzo[4,5]azocino[1,2-b][1,3]dioxolo[4,5-h]isoquinoline-17-carboxylate 在 lithium diethoxyaluminum hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.58h， 生成 allyl (6aS,7R,13S,16R)-5-(allyloxy)-8,10,14-trihydroxy-16-(hydroxymethyl)-9-methoxy-4-methyl-6,6a,7,13,14,16-hexahydro-12H-7,13-epiminobenzo[4,5]azocino[1,2-b][1,3]dioxolo[4,5-h]isoquinoline-17-carboxylate
  参考文献：
  名称：

  A New, More Efficient, and Effective Process for the Synthesis of a Key Pentacyclic Intermediate for Production of Ecteinascidin and Phthalascidin Antitumor Agents

  摘要：

  [GRAPHICS]An efficient process is described for the synthesis of 5, a key intermediate for the synthesis of the potent antitumor agents ecteinascidin 743 (1) and phthaiascidin (2) from the readily available building blocks 3b and 4.

  DOI：

  10.1021/ol0056729
• 作为产物：
  描述：

  (7S,11R)-5-Hydroxy-4-methyl-6,7,10,11-tetrahydro-8H-7,11-epimino[1,3]dioxolo[4',5':5,6]benzo[1,2-d]oxocin-8-one 在 potassium fluoride 、 N-羟基-7-氮杂苯并三氮唑 、 三氟甲磺酸 、 2-chloro-1,3-dimethylimidazolidinium hexafluorophosphate 、 caesium carbonate 、 lithium diethoxyaluminum hydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 2,2,2-三氟乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.75h， 生成 Allyl (6aS,7R,13S,16R)-5-(allyloxy)-8,10-dihydroxy-16-(hydroxymethyl)-9-methoxy-4-methyl-14-oxo-6,6a,7,13,14,16-hexahydro-12H-7,13-epiminobenzo[4,5]azocino[1,2-b][1,3]dioxolo[4,5-h]isoquinoline-17-carboxylate
  参考文献：
  名称：

  A New, More Efficient, and Effective Process for the Synthesis of a Key Pentacyclic Intermediate for Production of Ecteinascidin and Phthalascidin Antitumor Agents

  摘要：

  [GRAPHICS]An efficient process is described for the synthesis of 5, a key intermediate for the synthesis of the potent antitumor agents ecteinascidin 743 (1) and phthaiascidin (2) from the readily available building blocks 3b and 4.

  DOI：

  10.1021/ol0056729

文献信息

• CN114621245
  申请人：——

  公开号：——

  公开（公告）日：——
• A New, More Efficient, and Effective Process for the Synthesis of a Key Pentacyclic Intermediate for Production of Ecteinascidin and Phthalascidin Antitumor Agents
  作者：Eduardo J. Martinez、E. J. Corey

  DOI：10.1021/ol0056729

  日期：2000.4.1

  [GRAPHICS]An efficient process is described for the synthesis of 5, a key intermediate for the synthesis of the potent antitumor agents ecteinascidin 743 (1) and phthaiascidin (2) from the readily available building blocks 3b and 4.