2-[(2S,4R,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]acetic acid | 1192050-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[(2S,4R,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]acetic acid
• CAS: 1192050-23-9
• 化学式: C₁₅H₂₀O₅
• 分子量: 280.321
• InChiKey: XFZLMPLXCLKVPY-ZBINZKHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 2-[(2S,4R,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]acetic acid 以 乙醚 为溶剂， 反应 0.17h， 以87%的产率得到methyl 2-[(2S,4R,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]acetate
  参考文献：
  名称：

  Stereoselective total synthesis of simplactone A

  摘要：

  The efficient and simple stereoselective approach toward the total synthesis of simplactone A is described. The key features of this synthetic strategy include stereoselective C-ethylation, selective triol protection, and Wittig olefination for the formation of the six-membered ring. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.008
• 作为产物：
  描述：

  在 sodium chlorite 、 sodium dihydrogenphosphate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 10.0h， 以77%的产率得到2-[(2S,4R,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]acetic acid
  参考文献：
  名称：

  Stereoselective total synthesis of simplactone A

  摘要：

  The efficient and simple stereoselective approach toward the total synthesis of simplactone A is described. The key features of this synthetic strategy include stereoselective C-ethylation, selective triol protection, and Wittig olefination for the formation of the six-membered ring. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.008

文献信息

• Stereoselective total synthesis of simplactone A
  作者：Ahmed Kamal、Papagari Venkat Reddy、Singaraboina Prabhakar、Paidakula Suresh

  DOI：10.1016/j.tetasy.2009.07.008

  日期：2009.8

  The efficient and simple stereoselective approach toward the total synthesis of simplactone A is described. The key features of this synthetic strategy include stereoselective C-ethylation, selective triol protection, and Wittig olefination for the formation of the six-membered ring. (c) 2009 Elsevier Ltd. All rights reserved.