trans-4,5-dipropyl-2-oxazolidinone | 114364-41-9

• 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: trans-4,5-dipropyl-2-oxazolidinone
• 英文别名: rans-4,5-dipropyloxazolidin-2-one；(±)-(4S,5S)-4,5-dipropyloxazolidin-2-one；rel-(4R,5R)-4,5-Dipropyl-2-oxazolidinone；(4S,5S)-4,5-dipropyl-1,3-oxazolidin-2-one
• CAS: 114364-41-9
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: GUNLWMPADLDJKN-YUMQZZPRSA-N

物化性质

• 沸点：
  322.9±9.0 °C(Predicted)
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以20 mg的产率得到trans-4,5-dipropyl-2-oxazolidinone
  参考文献：
  名称：

  Hydroxyamination of Olefins Using Br-N-(CO₂Me)₂

  摘要：

  The hydroxyamination reagent Br-N-(CO2Me)(2) underwent Markovnikov addition to various olefins in the presence of catalytic BF3 center dot OEt2 and provides efficient access to aminoalcohols. The reaction provided the trans-1-bromo, 2-N-bis-carbamate adduct stereoisomer in all cases. The resulting adduct underwent cyclization to give an oxazolidinone, which could be readily hydrolyzed to an oxazolidin-2-one or an amino alcohol.

  DOI：

  10.1021/jo502369d

文献信息

• Organotellurium-mediated synthesis of oxazolidin-2-ones from alkenes
  作者：Nan X. Hu、Yoshio Aso、Tetsuo Otsubo、Fumio Ogura

  DOI：10.1039/c39870001447

  日期：——

  Phenyltellurinyl trifluoracetate in combination with ethyl carbamate and boron trifluoride–diethyl ether reacted with alkenes in refluxed 1,2-dichloroethane, regio- and stereo-selectively giving oxazolidin-2-ones in high yields.

  苯乙酸三氟乙酸烷基酯与氨基甲酸乙酯和三氟化硼-二乙醚结合，在回流的1,2-二氯乙烷中与烯烃反应，区域和立体选择性地生成恶唑烷-2-酮。
• Hu, Nan Xing; Aso, Yoshio; Otsubo, Tetsuo, Phosphorus and Sulfur and the Related Elements, 1988, vol. 38, p. 177 - 190
  作者：Hu, Nan Xing、Aso, Yoshio、Otsubo, Tetsuo、Ogura, Fumio

  DOI：——

  日期：——
• Organotelluriums. 20. Aminotellurinylation of olefins and its utilization for synthesis of 2-oxazolidinones
  作者：Nan Xing Hu、Yoshio Aso、Tetsuo Otsubo、Fumio Ogura

  DOI：10.1021/jo00279a031

  日期：1989.9
• Hydroxyamination of Olefins Using Br-N-(CO₂Me)₂
  作者：Michael R. Kuszpit、Matthew B. Giletto、Corey L. Jones、Travis K. Bethel、Jetze J. Tepe

  DOI：10.1021/jo502369d

  日期：2015.2.6

  The hydroxyamination reagent Br-N-(CO2Me)(2) underwent Markovnikov addition to various olefins in the presence of catalytic BF3 center dot OEt2 and provides efficient access to aminoalcohols. The reaction provided the trans-1-bromo, 2-N-bis-carbamate adduct stereoisomer in all cases. The resulting adduct underwent cyclization to give an oxazolidinone, which could be readily hydrolyzed to an oxazolidin-2-one or an amino alcohol.