[3R,5S,8aS]-8a-methyl-3-phenyl-5-undecylhexahydrooxazolo[3,2-a]pyridine | 1180558-06-8

• 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: [3R,5S,8aS]-8a-methyl-3-phenyl-5-undecylhexahydrooxazolo[3,2-a]pyridine
• 英文别名: (3R,5S,8aS)-8a-methyl-3-phenyl-5-undecyl-2,3,5,6,7,8-hexahydro-[1,3]oxazolo[3,2-a]pyridine
• CAS: 1180558-06-8
• 化学式: C₂₅H₄₁NO
• 分子量: 371.607
• InChiKey: SUFIFYUVNAHBEV-SDHOMARFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [3R,5S,8aS]-8a-methyl-3-phenyl-5-undecylhexahydrooxazolo[3,2-a]pyridine 在 氢气 、 palladium(II) hydroxide 作用下， 以 乙酸乙酯 为溶剂， 生成 (+)-isosolenopsin A
  参考文献：
  名称：

  Palladium-Catalyzed Cyclization of Unsaturated β-Amino Alcohols: A New Access to Enantiopure Bicyclic Oxazolidines

  摘要：

  Chiral unsaturated beta-amino alcohols possessing a dialkylamino function cyclize in the presence of Pd(II) catalysts and reoxidants to afford enantiopure bicyclic oxazolidines with total regio- and stereocontrol. The scope and limitations of this transformation have been studied.

  DOI：

  10.1021/ol901375w
• 作为产物：
  描述：

  [2R,2(1S)]-2-(1-pent-4-enyldodecylamino)-2-phenylethan-1-ol 在 双(乙腈)氯化钯(II) 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以75%的产率得到[3R,5S,8aS]-8a-methyl-3-phenyl-5-undecylhexahydrooxazolo[3,2-a]pyridine
  参考文献：
  名称：

  Palladium-Catalyzed Cyclization of Unsaturated β-Amino Alcohols: A New Access to Enantiopure Bicyclic Oxazolidines

  摘要：

  Chiral unsaturated beta-amino alcohols possessing a dialkylamino function cyclize in the presence of Pd(II) catalysts and reoxidants to afford enantiopure bicyclic oxazolidines with total regio- and stereocontrol. The scope and limitations of this transformation have been studied.

  DOI：

  10.1021/ol901375w

文献信息

• Palladium-Catalyzed Cyclization of Unsaturated β-Amino Alcohols: A New Access to Enantiopure Bicyclic Oxazolidines
  作者：Jeanne Alladoum、Emmanuel Vrancken、Pierre Mangeney、Sylvain Roland、Catherine Kadouri-Puchot

  DOI：10.1021/ol901375w

  日期：2009.8.20

  Chiral unsaturated beta-amino alcohols possessing a dialkylamino function cyclize in the presence of Pd(II) catalysts and reoxidants to afford enantiopure bicyclic oxazolidines with total regio- and stereocontrol. The scope and limitations of this transformation have been studied.