2-tert-butoxycarbonylamino-2-[2-(4-hydroxyphenyl)ethyl]malonic acid diethyl ester | 1239577-86-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-tert-butoxycarbonylamino-2-[2-(4-hydroxyphenyl)ethyl]malonic acid diethyl ester
• 英文别名: Diethyl 2-[2-(4-hydroxyphenyl)ethyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanedioate；diethyl 2-[2-(4-hydroxyphenyl)ethyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanedioate
• CAS: 1239577-86-6
• 化学式: C₂₀H₂₉NO₇
• 分子量: 395.453
• InChiKey: HVZCQPJGMROYIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-溴代庚烷 、 2-tert-butoxycarbonylamino-2-[2-(4-hydroxyphenyl)ethyl]malonic acid diethyl ester 以 乙腈 为溶剂， 以73%的产率得到2-tert-butoxycarbonylamino-2-(2-[4-(heptyloxy)phenyl]ethyl)malonic acid diethyl ester
  参考文献：
  名称：

  Efficient chromatography-free synthesis of the oxy-analogue of fingolimod

  摘要：

  Fingolimod (FTY720) and its analogue derivatives are not only promising therapeutics in sphingolipid signaling but also valuable tools for understanding the roles of sphingolipids in (patho)physiological conditions. A practical method for the synthesis of the ether analogue of FTY720 is described. Our final synthetic approach allows high yield and efficient synthesis of O-FTY in only four steps without chromatographic purifications. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.051
• 作为产物：
  描述：

  4-羟基苯乙基溴 、 二乙基(Boc-氨基)乙酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 49.5h， 以70%的产率得到2-tert-butoxycarbonylamino-2-[2-(4-hydroxyphenyl)ethyl]malonic acid diethyl ester
  参考文献：
  名称：

  Efficient chromatography-free synthesis of the oxy-analogue of fingolimod

  摘要：

  Fingolimod (FTY720) and its analogue derivatives are not only promising therapeutics in sphingolipid signaling but also valuable tools for understanding the roles of sphingolipids in (patho)physiological conditions. A practical method for the synthesis of the ether analogue of FTY720 is described. Our final synthetic approach allows high yield and efficient synthesis of O-FTY in only four steps without chromatographic purifications. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.051

文献信息

• Efficient chromatography-free synthesis of the oxy-analogue of fingolimod
  作者：Aleksandra Zivkovic、Holger Stark

  DOI：10.1016/j.tetlet.2010.05.051

  日期：2010.7

  Fingolimod (FTY720) and its analogue derivatives are not only promising therapeutics in sphingolipid signaling but also valuable tools for understanding the roles of sphingolipids in (patho)physiological conditions. A practical method for the synthesis of the ether analogue of FTY720 is described. Our final synthetic approach allows high yield and efficient synthesis of O-FTY in only four steps without chromatographic purifications. (C) 2010 Elsevier Ltd. All rights reserved.