(2β,3β,9α,14α,5'R,20R)-9,14,20-trihydroxy-20-(3'-methylisoxazolin-5'-yl)-2,3-isopropylidenedioxy-5β-pregn-7-en-6-one | 1224637-75-5

• 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: (2β,3β,9α,14α,5'R,20R)-9,14,20-trihydroxy-20-(3'-methylisoxazolin-5'-yl)-2,3-isopropylidenedioxy-5β-pregn-7-en-6-one
• CAS: 1224637-75-5
• 化学式: C₂₈H₄₁NO₇
• 分子量: 503.636
• InChiKey: GBOUEHDAHFXMBP-IWVWAVFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  36.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  117.81
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2β,3β,9α,14α,5'R,20R)-9,14,20-trihydroxy-20-(3'-methylisoxazolin-5'-yl)-2,3-isopropylidenedioxy-5β-pregn-7-en-6-one 在 水 、 溶剂黄146 作用下， 以68%的产率得到(2β,3β,9α,14α,5'R,20R)-2,3,9,14,20-pentahydroxy-20-(3'-methylisoxazolin-5'-yl)-5β-pregn-7-en-6-one
  参考文献：
  名称：

  Stereoselective synthesis of 9α-hydroxylated ecdysteroids

  摘要：

  Treatment of ecdysteroids with excess of TBAF in THF was shown to proceed with stereoselective oxidation at the 9 alpha position of the carbon skeleton. The stereochemistry of the products was confirmed by X-ray analysis. Using this method. 9 alpha-hydroxyecdysteroids were obtained in good yield. The results open a route to novel type of natural and modified steroids that are difficult to access otherwise. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.10.011
• 作为产物：
  描述：

  (2β,3β,14α,20R,5'R)-20-hydroxy-20-(3'-methyl-isoxazolin-5'-yl)-14-trimethylsilyloxy-2,3-isopropylidenedioxy-5β-pregn-7-en-6-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以70%的产率得到(2β,3β,9α,14α,5'R,20R)-9,14,20-trihydroxy-20-(3'-methylisoxazolin-5'-yl)-2,3-isopropylidenedioxy-5β-pregn-7-en-6-one
  参考文献：
  名称：

  Stereoselective synthesis of 9α-hydroxylated ecdysteroids

  摘要：

  Treatment of ecdysteroids with excess of TBAF in THF was shown to proceed with stereoselective oxidation at the 9 alpha position of the carbon skeleton. The stereochemistry of the products was confirmed by X-ray analysis. Using this method. 9 alpha-hydroxyecdysteroids were obtained in good yield. The results open a route to novel type of natural and modified steroids that are difficult to access otherwise. (C) 2009 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2009.10.011