(2S,4aS,7R,8aR)-3-benzyl-2-[2-trans-(2-methoxy-phenyl)-vinyl]-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazine | 882302-34-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: (2S,4aS,7R,8aR)-3-benzyl-2-[2-trans-(2-methoxy-phenyl)-vinyl]-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazine
• 英文别名: (2S,4aS,7R,8aR)-3-benzyl-2-[(E)-2-(2-methoxyphenyl)ethenyl]-4,4,7-trimethyl-4a,5,6,7,8,8a-hexahydro-2H-benzo[e][1,3]oxazine
• CAS: 882302-34-3
• 化学式: C₂₇H₃₅NO₂
• 分子量: 405.58
• InChiKey: MCSYDTPGKSWDKL-QDVKGPQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 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：

  (2S,4aS,7R,8aR)-3-benzyl-2-[2-trans-(2-methoxy-phenyl)-vinyl]-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazine 、 甲醇 、 苯基氯化硒 以 二氯甲烷 为溶剂， 反应 168.0h， 以60%的产率得到(2S,4aS,7R,8aR)-3-benzyl-2-[(1R,2R)-2-methoxy-2-(2-methoxy-phenyl)-1-phenylselenyl-ethyl]-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazine
  参考文献：
  名称：

  Regio- and Stereoselective Methoxyselenenylation of Chiral 2-Vinyl Perhydro-1,3-benzoxazines Promoted by Selenium-Heteroatom Nonbonded Interactions

  摘要：

  Regio- and diastereoselective rnethoxyselenenylations of double bonds attached to the N,O-ketalic carbon of chiral perhydrobenzoxazines occur in high yields by reaction with benzeneselenenyl chloride in dichloromethane-methanol. The diastereoselection is dependent on the reaction conditions and the structure of the starting compounds and can be rationalized by accepting the coordination of the selenium to the oxygen atom of the heterocycle.

  DOI：

  10.1021/jo052582e
• 作为产物：
  描述：

  2-甲氧基肉桂醛 、 (1R,2S,5R)-5-methyl-2-<1-methyl-1-(benzylamino)ethyl>cyclohexan-1-ol 以 甲苯 为溶剂， 以80%的产率得到(2S,4aS,7R,8aR)-3-benzyl-2-[2-trans-(2-methoxy-phenyl)-vinyl]-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazine
  参考文献：
  名称：

  Regio- and Stereoselective Methoxyselenenylation of Chiral 2-Vinyl Perhydro-1,3-benzoxazines Promoted by Selenium-Heteroatom Nonbonded Interactions

  摘要：

  Regio- and diastereoselective rnethoxyselenenylations of double bonds attached to the N,O-ketalic carbon of chiral perhydrobenzoxazines occur in high yields by reaction with benzeneselenenyl chloride in dichloromethane-methanol. The diastereoselection is dependent on the reaction conditions and the structure of the starting compounds and can be rationalized by accepting the coordination of the selenium to the oxygen atom of the heterocycle.

  DOI：

  10.1021/jo052582e

文献信息

• Regio- and Stereoselective Methoxyselenenylation of Chiral 2-Vinyl Perhydro-1,3-benzoxazines Promoted by Selenium-Heteroatom Nonbonded Interactions
  作者：Rafael Pedrosa、Celia Andrés、Raquel Arias、Pilar Mendiguchía、Javier Nieto

  DOI：10.1021/jo052582e

  日期：2006.3.1

  Regio- and diastereoselective rnethoxyselenenylations of double bonds attached to the N,O-ketalic carbon of chiral perhydrobenzoxazines occur in high yields by reaction with benzeneselenenyl chloride in dichloromethane-methanol. The diastereoselection is dependent on the reaction conditions and the structure of the starting compounds and can be rationalized by accepting the coordination of the selenium to the oxygen atom of the heterocycle.