(+/-)-(2R*,9R*,9aS*)-Hexahydro-2,9-dimethyl-2H,6H-pyrido<2,1-b><1,3>oxazine | 130655-22-0

• 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: (+/-)-(2R*,9R*,9aS*)-Hexahydro-2,9-dimethyl-2H,6H-pyrido<2,1-b><1,3>oxazine
• 英文别名: (2S,9S,9aR)-2,9-dimethyl-2,3,4,6,7,8,9,9a-octahydropyrido[2,1-b][1,3]oxazine
• CAS: 130655-22-0；130791-62-7
• 化学式: C₁₀H₁₉NO
• 分子量: 169.267
• InChiKey: MVZNJCGNCXGYHW-LPEHRKFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-chloro-2-methyl-pentanal 、 4-氨基-2-丁醇 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (+/-)-(2R*,9S*,9aS*)-Hexahydro-2,9-dimethyl-2H,6H-pyrido<2,1-b><1,3>oxazine 、 (+/-)-(2R*,9R*,9aS*)-Hexahydro-2,9-dimethyl-2H,6H-pyrido<2,1-b><1,3>oxazine
  参考文献：
  名称：

  Conformational Considerations in 1-Oxaquinolizidines Related to the Xestospongin/Araguspongine Family: Reassignment of Stereostructures for Araguspongines B and E

  摘要：

  Conformational aspects of the 1-oxaquinolizidine ring system found in the xestospongin/araguspongine family of natural products has been studied by molecular modeling and NMR spectroscopy. Stereochemical complexities [e.g., (i) cis- vs trans-decalin-like conformers and (ii) relative configuration of variously substituted 1-oxaquinolizidines] associated with this bridgehead nitrogen-containing skeleton are discussed. Experimental equilibrium values are rationalized. Reassignment of the stereostructures for araguspongines B (from 4 to 6) and E (from 5 to 2) is made in light of the above.

  DOI：

  10.1021/jo00102a012

文献信息

• Thermodynamic control of stereochemistry in the synthesis of 1-oxaquinolizidine skeletal portions of xestospongin A
  作者：Thomas R Hoye、Jeffrey T North

  DOI：10.1016/s0040-4039(00)97601-9

  日期：1990.1
• Conformational Considerations in 1-Oxaquinolizidines Related to the Xestospongin/Araguspongine Family: Reassignment of Stereostructures for Araguspongines B and E
  作者：Thomas R. Hoye、Jeffrey T. North、Letitia J. Yao

  DOI：10.1021/jo00102a012

  日期：1994.11

  Conformational aspects of the 1-oxaquinolizidine ring system found in the xestospongin/araguspongine family of natural products has been studied by molecular modeling and NMR spectroscopy. Stereochemical complexities [e.g., (i) cis- vs trans-decalin-like conformers and (ii) relative configuration of variously substituted 1-oxaquinolizidines] associated with this bridgehead nitrogen-containing skeleton are discussed. Experimental equilibrium values are rationalized. Reassignment of the stereostructures for araguspongines B (from 4 to 6) and E (from 5 to 2) is made in light of the above.