methyl (7α,12α)-7,12-di(methoxymethyloxy)-3-oxo-chol-4-en-24-oate | 1319714-57-2

• 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: methyl (7α,12α)-7,12-di(methoxymethyloxy)-3-oxo-chol-4-en-24-oate
• 英文别名: methyl (4R)-4-[(7R,8R,9S,10R,12S,13R,14S,17R)-7,12-bis(methoxymethoxy)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 1319714-57-2
• 化学式: C₂₉H₄₆O₇
• 分子量: 506.68
• InChiKey: MOJRJTLKFQJOFK-SPPDGVTOSA-N

物化性质

• 沸点：
  564.7±50.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (7α,12α)-7,12-di(methoxymethyloxy)-3-oxo-chol-4-en-24-oate 在 盐酸 、 氨 、 lithium 、 potassium tri-sec-butyl-borohydride 、 叔丁醇 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.08h， 生成 别胆酸
  参考文献：
  名称：

  A stereoselective synthesis of the allo-bile acids from the 5β-isomers

  摘要：

  The allo-bile acids are a subset of the family of steroidal detergents found in most vertebrates. Because there are no major biological feedstocks for isolation of the alto-bile acids, they must be synthesized from the abundant 5 beta-reduced isomers. Here we report a general set of methods for the synthesis of allo-bile acids from the corresponding 5-beta isomers demarcated by a selective C-3 oxidation, IBX unsaturation, and stereoselective saturation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.140
• 作为产物：
  描述：

  胆酸甲酯 在 2-iodoxybenzoic acid 、 四磷十氧化物 作用下， 以 氯仿 、 二甲基亚砜 、 甲苯 为溶剂， 反应 76.0h， 生成 methyl (7α,12α)-7,12-di(methoxymethyloxy)-3-oxo-chol-4-en-24-oate
  参考文献：
  名称：

  A stereoselective synthesis of the allo-bile acids from the 5β-isomers

  摘要：

  The allo-bile acids are a subset of the family of steroidal detergents found in most vertebrates. Because there are no major biological feedstocks for isolation of the alto-bile acids, they must be synthesized from the abundant 5 beta-reduced isomers. Here we report a general set of methods for the synthesis of allo-bile acids from the corresponding 5-beta isomers demarcated by a selective C-3 oxidation, IBX unsaturation, and stereoselective saturation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.140

文献信息

• A stereoselective synthesis of the allo-bile acids from the 5β-isomers
  作者：Qingjiang Li、Gregory P. Tochtrop

  DOI：10.1016/j.tetlet.2011.05.140

  日期：2011.8

  The allo-bile acids are a subset of the family of steroidal detergents found in most vertebrates. Because there are no major biological feedstocks for isolation of the alto-bile acids, they must be synthesized from the abundant 5 beta-reduced isomers. Here we report a general set of methods for the synthesis of allo-bile acids from the corresponding 5-beta isomers demarcated by a selective C-3 oxidation, IBX unsaturation, and stereoselective saturation. (C) 2011 Elsevier Ltd. All rights reserved.