13α,19α-5-hydroxymethyl-5,9-dimethyl-21-isopropyl-16-phenyl-15,17-dioxapentacyclo[10.7.2.0^1,10.0^4,9.0^13,19]heneicos-20-ene | 185819-53-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 13α,19α-5-hydroxymethyl-5,9-dimethyl-21-isopropyl-16-phenyl-15,17-dioxapentacyclo[10.7.2.0^1,10.0^4,9.0^13,19]heneicos-20-ene
• 英文别名: [(1S,4R,5R,9R,10R,12R,13R,19R)-5,9-dimethyl-16-phenyl-21-propan-2-yl-15,17-dioxapentacyclo[10.7.2.01,10.04,9.013,19]henicos-20-en-5-yl]methanol
• CAS: 185819-53-8
• 化学式: C₃₁H₄₄O₃
• 分子量: 464.689
• InChiKey: CNIIMVXQIUZDMD-CVNCFUCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  13α,19α-5-hydroxymethyl-5,9-dimethyl-21-isopropyl-16-phenyl-15,17-dioxapentacyclo[10.7.2.0^1,10.0^4,9.0^13,19]heneicos-20-ene 在 sodium hydroxide 、 四丁基硫酸氢铵 、 4-甲基苯磺酸吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 5-benzyloxymethyl-13β,14β-dihdyroxymethyl-5,9-dimethyl-21-isopropyltetracyclo[10.2.2.0^1,0.0^4.9]hexadec-15-ene
  参考文献：
  名称：

  摘要：

  Starting with maleopimaric and fumaropimaric acids were prepared chiral organophosphorus ligands from decahydrophenanthrene series. Cationic complexes of Rh(I) prepared therefrom were tested for catalysts of asymmetric hydrogenation of unsaturated precursors of N-acethylphenylalanine and its derivatives.

  DOI：

  10.1023/a:1013144431609
• 作为产物：
  描述：

  苯甲醛二甲缩醛 、 5,9-dimethyl-16-isopropyl-5,13β,14β-trihydroxymethyltetracyclo[10.2.2.0^1,10.0^4,9]hexadec-15-ene 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以70%的产率得到13α,19α-5-hydroxymethyl-5,9-dimethyl-21-isopropyl-16-phenyl-15,17-dioxapentacyclo[10.7.2.0^1,10.0^4,9.0^13,19]heneicos-20-ene
  参考文献：
  名称：

  摘要：

  Starting with maleopimaric and fumaropimaric acids were prepared chiral organophosphorus ligands from decahydrophenanthrene series. Cationic complexes of Rh(I) prepared therefrom were tested for catalysts of asymmetric hydrogenation of unsaturated precursors of N-acethylphenylalanine and its derivatives.

  DOI：

  10.1023/a:1013144431609

文献信息

• ——
  作者：A. G. Tolstikov、N. N. Karpyshev、O. V. Tolstikova、T. B. Khlebnikova、G. E. Sal'nikov、V. I. Mamatyuk、Yu. V. Gatilov、I. Yu. Bagryanskaya

  DOI：10.1023/a:1013144431609

  日期：——

  Starting with maleopimaric and fumaropimaric acids were prepared chiral organophosphorus ligands from decahydrophenanthrene series. Cationic complexes of Rh(I) prepared therefrom were tested for catalysts of asymmetric hydrogenation of unsaturated precursors of N-acethylphenylalanine and its derivatives.