(R)-N-allyl-N-benzyl-1-((S)-1,4-dioxaspiro[4.5]decan-2-yl)but-3-en-1-amine | 1268685-04-6

• 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: (R)-N-allyl-N-benzyl-1-((S)-1,4-dioxaspiro[4.5]decan-2-yl)but-3-en-1-amine
• 英文别名: (1R)-N-benzyl-1-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-N-prop-2-enylbut-3-en-1-amine
• CAS: 1268685-04-6
• 化学式: C₂₂H₃₁NO₂
• 分子量: 341.494
• InChiKey: IGIFOFLSJXEWKN-NHCUHLMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-N-allyl-N-benzyl-1-((S)-1,4-dioxaspiro[4.5]decan-2-yl)but-3-en-1-amine 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以90%的产率得到(R)-1-benzyl-2-((S)-1,4-dioxaspiro[4.5]decan-2-yl)-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  An improved method of ring closing metathesis in the presence of basic amines: application to the formal synthesis of (+)-lentiginosine and other piperidines and carbamino sugar analogs

  摘要：

  A generalized method for performing ring closing metathesis in the presence of basic amines has been established and successfully used in the formal synthesis of (+)-lentiginosine as well as some valuable intermediates for the synthesis of several other azasugars and aminocyclitols. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.020
• 作为产物：
  描述：

  (R)-1,4-二氧杂螺[4,5]癸烷-2-甲醛 在 cerium(III) chloride heptahydrate 、 四丁基溴化铵 、 碳酸氢钠 、 magnesium sulfate 、 锌 作用下， 以 四氢呋喃 、 乙醚 、 乙腈 为溶剂， 反应 1.5h， 生成 (R)-N-allyl-N-benzyl-1-((S)-1,4-dioxaspiro[4.5]decan-2-yl)but-3-en-1-amine
  参考文献：
  名称：

  An improved method of ring closing metathesis in the presence of basic amines: application to the formal synthesis of (+)-lentiginosine and other piperidines and carbamino sugar analogs

  摘要：

  A generalized method for performing ring closing metathesis in the presence of basic amines has been established and successfully used in the formal synthesis of (+)-lentiginosine as well as some valuable intermediates for the synthesis of several other azasugars and aminocyclitols. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.020

文献信息

• An improved method of ring closing metathesis in the presence of basic amines: application to the formal synthesis of (+)-lentiginosine and other piperidines and carbamino sugar analogs
  作者：Rima Lahiri、Hari Prasad Kokatla、Yashwant D. Vankar

  DOI：10.1016/j.tetlet.2010.12.020

  日期：2011.2

  A generalized method for performing ring closing metathesis in the presence of basic amines has been established and successfully used in the formal synthesis of (+)-lentiginosine as well as some valuable intermediates for the synthesis of several other azasugars and aminocyclitols. (C) 2010 Elsevier Ltd. All rights reserved.