3α-O-[(R)-α-methoxy-α-(9-anthryl)acetyl]-5α-androstan-17-one

• 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: 3α-O-[(R)-α-methoxy-α-(9-anthryl)acetyl]-5α-androstan-17-one
• 英文别名: [(3R,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-yl] (2R)-2-anthracen-9-yl-2-methoxyacetate
• 化学式: C₃₆H₄₂O₄
• 分子量: 538.727
• InChiKey: CGDOPJJLDXGXCR-FIXSQHFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  40
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  雄酮 、 (-)-(R)-α-methoxy-α-(9-anthryl)acetic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 生成 3α-O-[(R)-α-methoxy-α-(9-anthryl)acetyl]-5α-androstan-17-one
  参考文献：
  名称：

  Determining factors in the assignment of the absolute configuration of alcohols by NMR. The use of anisotropic effects on remote positions

  摘要：

  The factors governing the efficiency of arylmethoxyacetic acids (AMAAs) For the determination of the absolute configuration of alcohols by NMR, have been identified and their influence studied. The largest Delta delta(RS) values are obtained either increasing the size of the aryl ring (i.e. alpha-(9-anthryl)-alpha-methoxyacetic acid, 5), or the population of the most stable conformer (i.e. reagent 3 at low temperature). The use of 5 to induce useful shifts on remote protons of complex molecules (i.e. androsterone) is described.

  DOI：

  10.1016/s0040-4020(97)00512-7

文献信息

• Determining factors in the assignment of the absolute configuration of alcohols by NMR. The use of anisotropic effects on remote positions
  作者：JoséM. Seco、Shamyl K. Latypov、Emilio Quiñoá、Ricardo Riguera

  DOI：10.1016/s0040-4020(97)00512-7

  日期：1997.6

  The factors governing the efficiency of arylmethoxyacetic acids (AMAAs) For the determination of the absolute configuration of alcohols by NMR, have been identified and their influence studied. The largest Delta delta(RS) values are obtained either increasing the size of the aryl ring (i.e. alpha-(9-anthryl)-alpha-methoxyacetic acid, 5), or the population of the most stable conformer (i.e. reagent 3 at low temperature). The use of 5 to induce useful shifts on remote protons of complex molecules (i.e. androsterone) is described.