(E)-3-(2-(2-methyltetrahydro-2H-pyran-2-yl)vinyl)oxazolidin-2-one | 1173276-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (E)-3-(2-(2-methyltetrahydro-2H-pyran-2-yl)vinyl)oxazolidin-2-one
• 英文别名: 3-[(E)-2-(2-methyloxan-2-yl)ethenyl]-1,3-oxazolidin-2-one
• CAS: 1173276-69-1
• 化学式: C₁₁H₁₇NO₃
• 分子量: 211.261
• InChiKey: SUZCARYEQHOQCB-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-3-(7-hydroxy-3-methylhept-1-enyl)oxazolidin-2-one 在 2,6-二氯吡啶 、 manganese(IV) oxide 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 硝基甲烷 为溶剂， 反应 24.25h， 以87%的产率得到(E)-3-(2-(2-methyltetrahydro-2H-pyran-2-yl)vinyl)oxazolidin-2-one
  参考文献：
  名称：

  2,3-Dichloro-5,6-dicyano-1,4-benzoquinone-Catalyzed Reactions Employing MnO₂ as a Stoichiometric Oxidant

  摘要：

  Several oxidative reactions can be effected with MnO2 in the presence of substoichiometric quantities of DDQ. These transformations include oxidative cyclization, deprotection, and dehydrogenation reactions. The use of MnO2 as a terminal oxidant for DDQ-mediated reactions is attractive based on economical and environmental factors.

  DOI：

  10.1021/ol102078v

文献信息

• Cyclization Reactions through DDQ-Mediated Vinyl Oxazolidinone Oxidation
  作者：Lei Liu、Paul E. Floreancig

  DOI：10.1021/ol901188q

  日期：2009.7.16

  Vinyl oxazolidinones react with DDQ to form alpha,beta-unsaturated acyliminium ions in a new method for forming electrophiles under oxidative conditions. Appended nucleophiles undergo 1,4-addition reactions with these intermediates to form cyclic vinyl oxazolidinones with good levels of diastereocontrol, highlighting a new approach to utilizing oxidative carbon-hydrogen bond functionalization to increase molecular complexity.
• 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone-Catalyzed Reactions Employing MnO₂ as a Stoichiometric Oxidant
  作者：Lei Liu、Paul E. Floreancig

  DOI：10.1021/ol102078v

  日期：2010.10.15

  Several oxidative reactions can be effected with MnO2 in the presence of substoichiometric quantities of DDQ. These transformations include oxidative cyclization, deprotection, and dehydrogenation reactions. The use of MnO2 as a terminal oxidant for DDQ-mediated reactions is attractive based on economical and environmental factors.