(2β,3β,9α,14α,5'R,20R)-9,14,20-trihydroxy-20-(3'-isopropylisoxazolin-5'-yl)-2,3-isopropylidenedioxy-5β-pregn-7-en-6-one | 1224637-74-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2β,3β,9α,14α,5'R,20R)-9,14,20-trihydroxy-20-(3'-isopropylisoxazolin-5'-yl)-2,3-isopropylidenedioxy-5β-pregn-7-en-6-one
• CAS: 1224637-74-4
• 化学式: C₃₀H₄₅NO₇
• 分子量: 531.69
• InChiKey: CHZVNQDMZZHQJQ-RHIGEKKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  38.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.87
• 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'-isopropylisoxazolin-5'-yl)-2,3-isopropylidenedioxy-5β-pregn-7-en-6-one 在 水 、 溶剂黄146 作用下， 反应 7.0h， 以84%的产率得到(2β,3β,9α,14α,5'R,20R)-2,3,9,14,20-pentahydroxy-20-(3'-isopropylisoxazolin-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：

  (1R,2R,4S,8R,10R,14S,17S,18R)-17-[(1R)-1-hydroxy-1-[(5R)-3-propan-2-yl-4,5-dihydro-1,2-oxazol-5-yl]ethyl]-2,6,6,18-tetramethyl-14-trimethylsilyloxy-5,7-dioxapentacyclo[11.7.0.02,10.04,8.014,18]icos-12-en-11-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以30%的产率得到(2β,3β,9α,14α,5'R,20R)-9,14,20-trihydroxy-20-(3'-isopropylisoxazolin-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