propargyl 7α,12α-diformyloxy-3α-hydroxy-5β-cholan-24-oate | 1353720-57-6

• 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: propargyl 7α,12α-diformyloxy-3α-hydroxy-5β-cholan-24-oate
• 英文别名: prop-2-ynyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-diformyloxy-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 1353720-57-6
• 化学式: C₂₉H₄₂O₇
• 分子量: 502.648
• InChiKey: DJISAZFTGPOWHN-JSAKOLFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  propargyl 7α,12α-diformyloxy-3α-hydroxy-5β-cholan-24-oate 在 sodium azide 、 calcium hydride 、 苄基三乙基氯化铵 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 25.0h， 生成 propargyl 3α-azidoacetoxy-7α,12α-diformyloxy-5β-cholan-24-oate
  参考文献：
  名称：

  Synthesis and spectroscopic studies of new bile acid derivatives linked by a 1,2,3-triazole ring

  摘要：

  A novel method for the synthesis of cholic acid derivatives has been developed using 'click chemistry'. Intermolecular 1,3-dipolar cycloaddition of the propargyl ester and azide groups of 3 alpha-azidoacetoxy-7 alpha,12 alpha-diformyloxy-5 beta-cholan-24-oate gave a new dimer and oligomer linked by a 1,2,3-triazole ring. The structures of the products were confirmed by spectral (H-1 NMR, C-13 NMR, and FT-IR) analysis, mass spectrometry and PM5 semiempirical methods. Estimation of the pharmacotherapeutic potential has been accomplished for the synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASSs). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.027
• 作为产物：
  描述：

  胆酸 在 4-二甲氨基吡啶 、 高氯酸 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 26.0h， 生成 propargyl 7α,12α-diformyloxy-3α-hydroxy-5β-cholan-24-oate
  参考文献：
  名称：

  Synthesis and spectroscopic studies of new bile acid derivatives linked by a 1,2,3-triazole ring

  摘要：

  A novel method for the synthesis of cholic acid derivatives has been developed using 'click chemistry'. Intermolecular 1,3-dipolar cycloaddition of the propargyl ester and azide groups of 3 alpha-azidoacetoxy-7 alpha,12 alpha-diformyloxy-5 beta-cholan-24-oate gave a new dimer and oligomer linked by a 1,2,3-triazole ring. The structures of the products were confirmed by spectral (H-1 NMR, C-13 NMR, and FT-IR) analysis, mass spectrometry and PM5 semiempirical methods. Estimation of the pharmacotherapeutic potential has been accomplished for the synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASSs). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.027