(2R,6S)-2-[(1R)-1-(4-methoxyphenyl)-2-nitroethoxy]-6-methyloxane | 675579-60-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2R,6S)-2-[(1R)-1-(4-methoxyphenyl)-2-nitroethoxy]-6-methyloxane
• CAS: 675579-60-9
• 化学式: C₁₅H₂₁NO₅
• 分子量: 295.335
• InChiKey: AACKMVZZVPHGKO-TUKIKUTGSA-N

物化性质

• 沸点：
  431.3±45.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  73.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,6S)-2-[(1R)-1-(4-methoxyphenyl)-2-nitroethoxy]-6-methyloxane 在 甲醇 、 MP-TsOH 作用下， 以91%的产率得到(1R)-1-(4-甲氧基苯基)-2-硝基乙醇
  参考文献：
  名称：

  Short asymmetric syntheses of bioactive β-aryl ethanolamine derivatives via the highly diastereoselective delta lactol oxy-Michael addition

  摘要：

  Short, stereoselective and efficient total syntheses of the bioactive beta-aryl ethanolamine derivatives (R)-tembamide, (R)-aegeline and (R)-pronethalol have been achieved using the highly diastereoselective oxy-Michael addition of 'naked' delta lactol anions to nitro olefins as the key step. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.018
• 作为产物：
  描述：

  4-甲氧基-β-硝基苯乙烯 、 (S)-6-methyltetrahydropyran-2-ol 在 18-冠醚-6 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到(2R,6S)-2-[(1R)-1-(4-methoxyphenyl)-2-nitroethoxy]-6-methyloxane
  参考文献：
  名称：

  Short asymmetric syntheses of bioactive β-aryl ethanolamine derivatives via the highly diastereoselective delta lactol oxy-Michael addition

  摘要：

  Short, stereoselective and efficient total syntheses of the bioactive beta-aryl ethanolamine derivatives (R)-tembamide, (R)-aegeline and (R)-pronethalol have been achieved using the highly diastereoselective oxy-Michael addition of 'naked' delta lactol anions to nitro olefins as the key step. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.018

文献信息

• Short asymmetric syntheses of bioactive β-aryl ethanolamine derivatives via the highly diastereoselective delta lactol oxy-Michael addition
  作者：David J. Buchanan、Darren J. Dixon、Mark S. Scott、Dramane I. Lainé

  DOI：10.1016/j.tetasy.2003.10.018

  日期：2004.1

  Short, stereoselective and efficient total syntheses of the bioactive beta-aryl ethanolamine derivatives (R)-tembamide, (R)-aegeline and (R)-pronethalol have been achieved using the highly diastereoselective oxy-Michael addition of 'naked' delta lactol anions to nitro olefins as the key step. (C) 2003 Elsevier Ltd. All rights reserved.