2,4,16,16,17α-D5-estradiol-3,17-dipalmitate | 916818-35-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 2,4,16,16,17α-D5-estradiol-3,17-dipalmitate
• CAS: 916818-35-4
• 化学式: C₅₀H₈₄O₄
• 分子量: 754.175
• InChiKey: RZKPQVHARIOAML-FBLKUYMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.32
• 重原子数：
  54.0
• 可旋转键数：
  30.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,4,16,16,17α-D5-estradiol-3,17-dipalmitate 在 氢氧化钾 作用下， 以 叔丁醇 为溶剂， 反应 1.0h， 以74%的产率得到2,4,16,16,17α-D5-estradiol-17-palmitate
  参考文献：
  名称：

  Microwave-assisted synthesis of deuterium labeled estrogen fatty acid esters

  摘要：

  Deuterated analogs of estrogen fatty acid esters are needed as internal standards for isotope dilution GC/MS analyses. We have developed a rapid and efficient synthesis for 2,4,16,16-D-4-estrone palmitate, stearate, oleate, linoleate, and linolenate and the corresponding 2,4,16,16,17(alpha-D-5-estradiol fatty acid 17-mono and 3,17-diesters using analogous fatty acid chlorides or fatty acid anhydrides and 4-(dimethylamino)pyridine under microwave irradiation. Chemoselective hydrolysis of fatty acid diesters was carried out by KOH in t-BuOH. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2005.08.001
• 作为产物：
  描述：

  雌酮-2,4,16,16-d4 在 4-二甲氨基吡啶 、 lithium aluminium deuteride 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 3.0h， 生成 2,4,16,16,17α-D5-estradiol-3,17-dipalmitate
  参考文献：
  名称：

  Microwave-assisted synthesis of deuterium labeled estrogen fatty acid esters

  摘要：

  Deuterated analogs of estrogen fatty acid esters are needed as internal standards for isotope dilution GC/MS analyses. We have developed a rapid and efficient synthesis for 2,4,16,16-D-4-estrone palmitate, stearate, oleate, linoleate, and linolenate and the corresponding 2,4,16,16,17(alpha-D-5-estradiol fatty acid 17-mono and 3,17-diesters using analogous fatty acid chlorides or fatty acid anhydrides and 4-(dimethylamino)pyridine under microwave irradiation. Chemoselective hydrolysis of fatty acid diesters was carried out by KOH in t-BuOH. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2005.08.001