3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-9,11α-dihydro-17β-<3-<(tetrahydro-2H-pyran-2-yl)oxy>propyl>-6'-<<(trifluoromethyl)sulfonyl>oxy>-4'H-naphth<3',2',1':10,9,11>-5α,14β-estr-9(11)-en-5,17α-diol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-9,11α-dihydro-17β-<3-<(tetrahydro-2H-pyran-2-yl)oxy>propyl>-6'-<<(trifluoromethyl)sulfonyl>oxy>-4'H-naphth<3',2',1':10,9,11>-5α,14β-estr-9(11)-en-5,17α-diol
• 英文别名: 3,3-[2,2-dimethyl-1,3-propanediylbis(oxy)]-9,11α-dihydro-17β-{3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl}-6'-{[(trifluoromethyl)sulfonyl]oxy}-4'H-naphth[3',2',1':10,9,11]-5α,14β-estr-9(11)-en-5,17α-diol
• 化学式: C₃₉H₅₅F₃O₉S
• 分子量: 756.922
• InChiKey: HJTOQRUZXXXTFK-TVUNXSEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.13
• 重原子数：
  52.0
• 可旋转键数：
  7.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  120.75
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  二乙基(3-吡啶基)-硼烷 、 3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-9,11α-dihydro-17β-<3-<(tetrahydro-2H-pyran-2-yl)oxy>propyl>-6'-<<(trifluoromethyl)sulfonyl>oxy>-4'H-naphth<3',2',1':10,9,11>-5α,14β-estr-9(11)-en-5,17α-diol 在 四(三苯基膦)钯 、 sodium carbonate 、 lithium chloride 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis of 14β-H antiprogestins

  摘要：

  An efficient approach to 14 beta-H antiprogestins is described. The key step of the synthesis is a cleavage of 17-silyl dienol ethers 7 respectively 12, which are generated from the corresponding Delta(14)-17-ketones, with hydrogen fluoride-pyridine complex. This method gave access to 14 beta-H analogs of the 11 beta,19-bridged series (type A) as well as of the 10 beta-H,11 beta-aryl series (type B).

  DOI：

  10.1016/0040-4020(95)00227-y
• 作为产物：
  描述：

  三氟甲磺酸酐 、 3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-9,11α-dihydro-17β-<3-<(tetrahydro-2H-pyran-2-yl)oxy>propyl>-4'H-naphth<3',2',1':10,9,11>-5α,14β-estr-9(11)-en-5,6',17α-triol 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以71%的产率得到3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-9,11α-dihydro-17β-<3-<(tetrahydro-2H-pyran-2-yl)oxy>propyl>-6'-<<(trifluoromethyl)sulfonyl>oxy>-4'H-naphth<3',2',1':10,9,11>-5α,14β-estr-9(11)-en-5,17α-diol
  参考文献：
  名称：

  Synthesis of 14β-H antiprogestins

  摘要：

  An efficient approach to 14 beta-H antiprogestins is described. The key step of the synthesis is a cleavage of 17-silyl dienol ethers 7 respectively 12, which are generated from the corresponding Delta(14)-17-ketones, with hydrogen fluoride-pyridine complex. This method gave access to 14 beta-H analogs of the 11 beta,19-bridged series (type A) as well as of the 10 beta-H,11 beta-aryl series (type B).

  DOI：

  10.1016/0040-4020(95)00227-y

文献信息

• Synthesis of 14β-H antiprogestins
  作者：Arwed Cleve、Günter Neef、Eckhard Ottow、Stefan Scholz、Wolfgang Schwede

  DOI：10.1016/0040-4020(95)00227-y

  日期：1995.5

  An efficient approach to 14 beta-H antiprogestins is described. The key step of the synthesis is a cleavage of 17-silyl dienol ethers 7 respectively 12, which are generated from the corresponding Delta(14)-17-ketones, with hydrogen fluoride-pyridine complex. This method gave access to 14 beta-H analogs of the 11 beta,19-bridged series (type A) as well as of the 10 beta-H,11 beta-aryl series (type B).