(R)-1-[(2R,5S)-5-((S)-2-Hydroxy-hexyl)-pyrrolidin-2-yl]-hexan-2-ol | 146679-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (R)-1-[(2R,5S)-5-((S)-2-Hydroxy-hexyl)-pyrrolidin-2-yl]-hexan-2-ol
• 英文别名: (2R)-1-[(2R,5S)-5-[(2S)-2-hydroxyhexyl]pyrrolidin-2-yl]hexan-2-ol
• CAS: 146679-62-1
• 化学式: C₁₆H₃₃NO₂
• 分子量: 271.444
• InChiKey: SKMMCVPMJPRNJB-GEEKYZPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-1-[(2R,5S)-5-((S)-2-Hydroxy-hexyl)-pyrrolidin-2-yl]-hexan-2-ol 在 三乙胺 、 三苯基膦 、 mercury dichloride 、 偶氮二甲酸二乙酯 作用下， 生成 (3S,4aR,7S)-1-[(E)-Benzyloxycarbonylimino]-3-butyl-7-((S)-2-hydroxy-hexyl)-hexahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid benzyl ester
  参考文献：
  名称：

  Stereoselective synthesis of tricyclic guanidine systems: confirmation of the stereochemistry of batzelladine F left-hand tricyclic guanidine portion

  摘要：

  The stereoselective synthetic methods for anti- and syn-fused tricyclic guanidine compounds 4a and 4b were developed based on a successive 1,3-dipolar cycloaddition. Through these synthetic studies, the stereochemistry of the left-hand tricyclic guanidine unit of batzelladine F (3) was confirmed as a syn-fused one, which is identical with the structure reported by the Murphy and Snider groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00673-6
• 作为产物：
  描述：

  (βS*,β'S*,5S*)-2-(β-Hydroxy)hexyl-5-(β'-hydroxy)hexyl-1-pyrrolidine 1-oxide 在 platinum(IV) oxide 、 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以49%的产率得到(R)-1-[(2R,5S)-5-((S)-2-Hydroxy-hexyl)-pyrrolidin-2-yl]-hexan-2-ol
  参考文献：
  名称：

  Stereoselective synthesis of tricyclic guanidine systems: confirmation of the stereochemistry of batzelladine F left-hand tricyclic guanidine portion

  摘要：

  The stereoselective synthetic methods for anti- and syn-fused tricyclic guanidine compounds 4a and 4b were developed based on a successive 1,3-dipolar cycloaddition. Through these synthetic studies, the stereochemistry of the left-hand tricyclic guanidine unit of batzelladine F (3) was confirmed as a syn-fused one, which is identical with the structure reported by the Murphy and Snider groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00673-6