3-(Benzoyloxy)-17-<(tert-butyldiphenylsilyl)oxy>-15,16-dihydro-11-methylcyclopentaphenanthrene | 145628-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3-(Benzoyloxy)-17-<(tert-butyldiphenylsilyl)oxy>-15,16-dihydro-11-methylcyclopentaphenanthrene
• 英文别名: [17-[tert-butyl(diphenyl)silyl]oxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl] benzoate
• CAS: 145628-97-3
• 化学式: C₄₁H₃₈O₃Si
• 分子量: 606.836
• InChiKey: HSSKZXYDHGKPGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.08
• 重原子数：
  45
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

上下游信息

反应信息

• 作为反应物：
  描述：

  3-(Benzoyloxy)-17-<(tert-butyldiphenylsilyl)oxy>-15,16-dihydro-11-methylcyclopentaphenanthrene 在 氢氧化钾 、 potassium dihydrogenphosphate 、 adogen 464 、 potassium nitrososulfonate 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 反应 6.0h， 生成 17-<(tert-Butyldiphenylsilyl)oxy>-15,16-dihydro-11-methylcyclopentaphenanthrene-3,4-dione
  参考文献：
  名称：

  Synthesis of the trans-3,4-dihydrodiol metabolites of the steroid-related carcinogen 15,16-dihydrocyclopenta[a]phenanthren-17-one and its 11-methyl derivative

  摘要：

  Cyclopenta[a]phenanthrenes are a unique class of carcinogenic polycyclic aromatic hydrocarbons that are structurally related to steroids. Optimum tumorigenic activity is associated with a methyl group in the 11-position and a keto group in the 17-position. Syntheses of the putative active trans-3,4-dihydrodiol and anti- and syn-diol epoxide metabolites of cyclopenta[a]phenanthrene and its 11-methyl derivative are described in the preceding paper. This paper reports the syntheses of the analogous trans-3,4-dihydrodiol derivatives of these same hydrocarbons with a 17-carbonyl function. The related isomeric diol epoxide derivatives were found to be too unstable to isolate in pure state.

  DOI：

  10.1021/jo00054a018
• 作为产物：
  描述：

  3-Methoxy-11-methyl-6,7,15,16-tetrahydrocyclopentaphenanthrene 在 palladium on activated charcoal 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 三溴化硼 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 溶剂黄146 为溶剂， 反应 37.0h， 生成 3-(Benzoyloxy)-17-<(tert-butyldiphenylsilyl)oxy>-15,16-dihydro-11-methylcyclopentaphenanthrene
  参考文献：
  名称：

  Synthesis of the trans-3,4-dihydrodiol metabolites of the steroid-related carcinogen 15,16-dihydrocyclopenta[a]phenanthren-17-one and its 11-methyl derivative

  摘要：

  Cyclopenta[a]phenanthrenes are a unique class of carcinogenic polycyclic aromatic hydrocarbons that are structurally related to steroids. Optimum tumorigenic activity is associated with a methyl group in the 11-position and a keto group in the 17-position. Syntheses of the putative active trans-3,4-dihydrodiol and anti- and syn-diol epoxide metabolites of cyclopenta[a]phenanthrene and its 11-methyl derivative are described in the preceding paper. This paper reports the syntheses of the analogous trans-3,4-dihydrodiol derivatives of these same hydrocarbons with a 17-carbonyl function. The related isomeric diol epoxide derivatives were found to be too unstable to isolate in pure state.

  DOI：

  10.1021/jo00054a018