benzyl (3S,5R)-3-(hydroxymethyl)-5-[(2S)-1,2,3,6-tetrahydropyridin-2-yl]piperidine-1-carboxylate | 868948-68-9

• 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: benzyl (3S,5R)-3-(hydroxymethyl)-5-[(2S)-1,2,3,6-tetrahydropyridin-2-yl]piperidine-1-carboxylate
• CAS: 868948-68-9
• 化学式: C₁₉H₂₆N₂O₃
• 分子量: 330.427
• InChiKey: LEDKUEJPJGLZSJ-KSZLIROESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl (3S,5R)-3-(hydroxymethyl)-5-[(2S)-1,2,3,6-tetrahydropyridin-2-yl]piperidine-1-carboxylate 在 palladium on activated charcoal TEA 、 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 tetrahydrodeoxocytisine
  参考文献：
  名称：

  Chiral diamines for asymmetric synthesis: an efficient RCM construction of the ligand core of (−)- and (+)-sparteine

  摘要：

  An efficient RCM-based approach was applied to the total asymmetric synthesis of a tricyclic diamine and, formally, of its enantiomer, widely known as efficient and versatile chiral ligands of the sparteine-like type. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.106
• 作为产物：
  描述：

  (3S,5R)-3-Acetoxymethyl-5-((S)-1-tert-butoxycarbonylamino-but-3-enyl)-piperidine-1-carboxylic acid benzyl ester 在 Grubbs catalyst first generation sodium hydroxide 、 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 benzyl (3S,5R)-3-(hydroxymethyl)-5-[(2S)-1,2,3,6-tetrahydropyridin-2-yl]piperidine-1-carboxylate
  参考文献：
  名称：

  Chiral diamines for asymmetric synthesis: an efficient RCM construction of the ligand core of (−)- and (+)-sparteine

  摘要：

  An efficient RCM-based approach was applied to the total asymmetric synthesis of a tricyclic diamine and, formally, of its enantiomer, widely known as efficient and versatile chiral ligands of the sparteine-like type. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.106

文献信息

• Chiral diamines for asymmetric synthesis: an efficient RCM construction of the ligand core of (−)- and (+)-sparteine
  作者：Bruno Danieli、Giordano Lesma、Daniele Passarella、Alessandro Sacchetti、Alessandra Silvani

  DOI：10.1016/j.tetlet.2005.08.106

  日期：2005.10

  An efficient RCM-based approach was applied to the total asymmetric synthesis of a tricyclic diamine and, formally, of its enantiomer, widely known as efficient and versatile chiral ligands of the sparteine-like type. (c) 2005 Elsevier Ltd. All rights reserved.