17-ethylenedioxy-3-(t-butyldimethylsilyl)oxy-6α-hydroxyestra-1,3,5(10)-triene | 191678-69-0

• 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: 17-ethylenedioxy-3-(t-butyldimethylsilyl)oxy-6α-hydroxyestra-1,3,5(10)-triene
• 英文别名: (6'S,8'R,9'S,13'S,14'S)-3'-[tert-butyl(dimethyl)silyl]oxy-13'-methylspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-6'-ol
• CAS: 191678-69-0
• 化学式: C₂₆H₄₀O₄Si
• 分子量: 444.687
• InChiKey: BPVALAFTRJJGKO-WGZFELOISA-N

物化性质

• 沸点：
  515.4±50.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.16
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  17-ethylenedioxy-3-(t-butyldimethylsilyl)oxy-6α-hydroxyestra-1,3,5(10)-triene 在 盐酸 、 双[Α,Α-双(三氟甲基)苯甲醇合]二苯硫 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 8.5h， 生成 3-羟基-雌甾-1,3,5(10),6-四烯-17-酮
  参考文献：
  名称：

  New synthesis of Δ6-estrogens

  摘要：

  An efficient approach to synthesize Delta(6)-estrogens is described. The key steps in the synthesis are the introduction of a hydroxyl group at the C-6 position of a suitably protected estrogen using a superbase and subsequent dehydration with Martin sulfurane reagent or methyltriphenoxphosphonium iodide. The two-step synthetic procedure readily gave the Delta(6)-estrogens in high yield. (C) 1997 by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(97)00019-6
• 作为产物：
  描述：

  雌酮17-乙烯缩酮 在 咪唑 、 硼酸三甲酯 、 双氧水 、 potassium 2-methylbutan-2-olate 、 lithium diisopropyl amide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 17-ethylenedioxy-3-(t-butyldimethylsilyl)oxy-6α-hydroxyestra-1,3,5(10)-triene
  参考文献：
  名称：

  New synthesis of Δ6-estrogens

  摘要：

  An efficient approach to synthesize Delta(6)-estrogens is described. The key steps in the synthesis are the introduction of a hydroxyl group at the C-6 position of a suitably protected estrogen using a superbase and subsequent dehydration with Martin sulfurane reagent or methyltriphenoxphosphonium iodide. The two-step synthetic procedure readily gave the Delta(6)-estrogens in high yield. (C) 1997 by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(97)00019-6

文献信息

• Synthesis of New Immunogens for Estrone and Estradiol-17β and Antisera Evaluation
  作者：Pemmaraju N Rao、Zhiqiang Wang、James W Cessac、Perry H Moore

  DOI：10.1016/s0039-128x(97)00156-6

  日期：1998.3

  Syntheses of the 6 alpha-O-carboxymethyl ether derivatives of estrone and estradiol-17 beta and the preparation of their bovine serum albumin conjugates are described. The generation and evaluation of antisera produced from these conjugates is discussed. (C) 1998 by Elsevier Science Inc.
• New synthesis of Δ6-estrogens
  作者：Pemmaraju N. Rao、Zhiqiang Wang

  DOI：10.1016/s0039-128x(97)00019-6

  日期：1997.6

  An efficient approach to synthesize Delta(6)-estrogens is described. The key steps in the synthesis are the introduction of a hydroxyl group at the C-6 position of a suitably protected estrogen using a superbase and subsequent dehydration with Martin sulfurane reagent or methyltriphenoxphosphonium iodide. The two-step synthetic procedure readily gave the Delta(6)-estrogens in high yield. (C) 1997 by Elsevier Science Inc.