(1R,2S,3S,3aR,9aS)-1,2,3-tris(benzyloxy)octahydrocyclopenta[c]pyrazol[1,2-a]pyrazolidin-7-one | 1312197-84-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,2S,3S,3aR,9aS)-1,2,3-tris(benzyloxy)octahydrocyclopenta[c]pyrazol[1,2-a]pyrazolidin-7-one
• 英文别名: (2R,3S,4S,5R,6S)-3,4,5-tris(phenylmethoxy)-1,8-diazatricyclo[6.3.0.02,6]undecan-9-one
• CAS: 1312197-84-4
• 化学式: C₃₀H₃₂N₂O₄
• 分子量: 484.595
• InChiKey: GCWVUSVSBZYLLH-PAVWDGINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,2S,3S,3aR,9aS)-1,2,3-tris(benzyloxy)octahydrocyclopenta[c]pyrazol[1,2-a]pyrazolidin-7-one 在 palladium on carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、400.01 kPa 条件下， 反应 2.0h， 以100%的产率得到(1R,2S,3S,3aR,9aS)-1,2,3-tris(hydroxy)octahydrocyclopenta[c]pyrazol[1,2-a]pyrazolidin-7-one
  参考文献：
  名称：

  Stereoselective synthesis of polyoxygenated linear diaza-triquinanes via intramolecular 1,3-dipolar cycloaddition of sugar-derived hex-5-enals

  摘要：

  An efficient and stereoselective synthesis of diaza-triquinanes, the skeleton structures of many natural products, has been accomplished by intramolecular 1,3-dipolar cycloaddition of azomethine imine generated from sugar-derived hex-5-enal and pyrazolidin-3-one. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.031
• 作为产物：
  描述：

  methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 在 三乙胺 、 锌 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 2.0h， 生成 (1R,2S,3S,3aR,9aS)-1,2,3-tris(benzyloxy)octahydrocyclopenta[c]pyrazol[1,2-a]pyrazolidin-7-one
  参考文献：
  名称：

  Stereoselective synthesis of polyoxygenated linear diaza-triquinanes via intramolecular 1,3-dipolar cycloaddition of sugar-derived hex-5-enals

  摘要：

  An efficient and stereoselective synthesis of diaza-triquinanes, the skeleton structures of many natural products, has been accomplished by intramolecular 1,3-dipolar cycloaddition of azomethine imine generated from sugar-derived hex-5-enal and pyrazolidin-3-one. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.031

文献信息

• Stereoselective synthesis of polyoxygenated linear diaza-triquinanes via intramolecular 1,3-dipolar cycloaddition of sugar-derived hex-5-enals
  作者：Yunfeng Li、Yao Meng、Xiangbao Meng、Zhongjun Li

  DOI：10.1016/j.tet.2011.04.031

  日期：2011.6

  An efficient and stereoselective synthesis of diaza-triquinanes, the skeleton structures of many natural products, has been accomplished by intramolecular 1,3-dipolar cycloaddition of azomethine imine generated from sugar-derived hex-5-enal and pyrazolidin-3-one. (C) 2011 Elsevier Ltd. All rights reserved.