Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester | 318473-26-6

• 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: Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester
• 英文别名: [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetyloxy-17-[(2R)-5-methoxy-5-oxopentan-2-yl]-10,13-dimethyl-7-(2-oxo-2-phenylacetyl)oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-12-yl] naphthalene-2-carboxylate
• CAS: 318473-26-6
• 化学式: C₄₆H₅₄O₉
• 分子量: 750.929
• InChiKey: FXKIWBRJLZEAMH-HASYHYSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  55
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以93%的产率得到Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-7-((S)-2-hydroxy-2-phenyl-acetoxy)-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester
  参考文献：
  名称：

  Synthesis of both enantiomers of 1-phenylethane-1,2-diol via chirality transfer from bile acid derivatives

  摘要：

  Both enantiomers of 1-phenylethane-1,2-diol were synthesized with good to excellent enantioselectivities via selective reduction of the phenylglyoxalates derived from bile acids, followed by reductive cleavage. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00338-4
• 作为产物：
  描述：

  methyl 3α-acetyloxy-7-oxo-12α-hydroxy-5β-cholan-24-oate 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 calcium hydride 、 苄基三乙基氯化铵 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 生成 Naphthalene-2-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-12-yl ester
  参考文献：
  名称：

  Synthesis of both enantiomers of 1-phenylethane-1,2-diol via chirality transfer from bile acid derivatives

  摘要：

  Both enantiomers of 1-phenylethane-1,2-diol were synthesized with good to excellent enantioselectivities via selective reduction of the phenylglyoxalates derived from bile acids, followed by reductive cleavage. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00338-4