[(8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] benzoate | 1262837-92-2

• 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: [(8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] benzoate
• CAS: 1262837-92-2
• 化学式: C₂₈H₃₄O₄
• 分子量: 434.576
• InChiKey: SKQWLCMHNUDRPW-XPABOLFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  炔孕酮 、 苯甲酸 在 Ru(OAc)₂(PPh₃)₂ 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以53%的产率得到[(8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] benzoate
  参考文献：
  名称：

  Ruthenium carboxylate complexes as easily prepared and efficient catalysts for the synthesis of β-oxopropyl esters

  摘要：

  The easily prepared complex cis-[Ru(kappa(2)-O2CMe)(2)(PPh3)(2)] is an effective catalyst for the addition of carboxylic acids to propargyl alcohols to afford beta-oxopropyl esters. The reaction is tolerant to a range of functional groups on the propargyl alcohol and is effective in the case of the steroid ethisterone. An investigation into the ruthenium-containing products from the reaction involving benzoic acid revealed that rapid exchange between coordinated acetate and benzoate ligands occurs. The synthesis of crystallographically characterised cis-[Ru(kappa(2)-O2CPh)(2)(PPh3)(2)] was developed. This benzoate-substituted complex was shown to react with HC CPh and HC CC(OH)PhH to give [Ru(kappa(2)-O2CPh)(kappa(1)-O2CPh)(=C=CPhH) (PPh3)(2)] and [Ru(kappa(2)-O2CPh)(kappa(1)-O2CPh)(=C=CC{OH}PhH)(PPh3)(2)] respectively. Reaction of cis-[Ru(kappa(2)-O2CPh) (2)(PPh3)(2)] with CO affords [Ru(kappa(2)-O2CPh)(kappa(1)-O2CPh)(CO)(PPh3)(2)] or [Ru(kappa(2)-O2CPh)(2)(CO)(2)(PPh3)(2)] depending on the conditions employed. Related carbonyl compounds are thought to be the rutheniumcontaining products from the catalytic reactions and [Ru(kappa(2)-O2CMe)(kappa(1)-O2CMe)(CO)(PPh3)(2)] was also shown to be a competent catalyst. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.10.001

文献信息

• Ruthenium carboxylate complexes as easily prepared and efficient catalysts for the synthesis of β-oxopropyl esters
  作者：Nicholas P. Hiett、Jason M. Lynam、Christine E. Welby、Adrian C. Whitwood

  DOI：10.1016/j.jorganchem.2010.10.001

  日期：2011.1

  The easily prepared complex cis-[Ru(kappa(2)-O2CMe)(2)(PPh3)(2)] is an effective catalyst for the addition of carboxylic acids to propargyl alcohols to afford beta-oxopropyl esters. The reaction is tolerant to a range of functional groups on the propargyl alcohol and is effective in the case of the steroid ethisterone. An investigation into the ruthenium-containing products from the reaction involving benzoic acid revealed that rapid exchange between coordinated acetate and benzoate ligands occurs. The synthesis of crystallographically characterised cis-[Ru(kappa(2)-O2CPh)(2)(PPh3)(2)] was developed. This benzoate-substituted complex was shown to react with HC CPh and HC CC(OH)PhH to give [Ru(kappa(2)-O2CPh)(kappa(1)-O2CPh)(=C=CPhH) (PPh3)(2)] and [Ru(kappa(2)-O2CPh)(kappa(1)-O2CPh)(=C=CCOH}PhH)(PPh3)(2)] respectively. Reaction of cis-[Ru(kappa(2)-O2CPh) (2)(PPh3)(2)] with CO affords [Ru(kappa(2)-O2CPh)(kappa(1)-O2CPh)(CO)(PPh3)(2)] or [Ru(kappa(2)-O2CPh)(2)(CO)(2)(PPh3)(2)] depending on the conditions employed. Related carbonyl compounds are thought to be the rutheniumcontaining products from the catalytic reactions and [Ru(kappa(2)-O2CMe)(kappa(1)-O2CMe)(CO)(PPh3)(2)] was also shown to be a competent catalyst. (C) 2010 Elsevier B.V. All rights reserved.