2-{(2R,5R)-5-[(3S,8S,9S,10R,13S,14S,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-tetrahydro-pyran-2-yl}-propan-2-ol | 105455-82-1

• 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: 2-{(2R,5R)-5-[(3S,8S,9S,10R,13S,14S,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-tetrahydro-pyran-2-yl}-propan-2-ol
• CAS: 105455-82-1
• 化学式: C₃₂H₅₂O₄
• 分子量: 500.762
• InChiKey: SRJVNKFYDCXYJC-YRRFENOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.04
• 重原子数：
  36.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (R)-2-[(3S,8S,9S,10R,13S,14S,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-hept-5-enoic acid methyl ester 在 sodium tetrahydroborate 、 碘 、 二异丁基氢化铝 、 lithium methanethiolate 、 碳酸氢钠 、 potassium iodide 作用下， 反应 6.0h， 生成 2-{(2R,5R)-5-[(3S,8S,9S,10R,13S,14S,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-tetrahydro-pyran-2-yl}-propan-2-ol
  参考文献：
  名称：

  24(R), 25-Dihydroxycholesterol; An Attempt for Side-Chain Stereocontrol Via Iodolactonization

  摘要：

  AbstractStereocontrolled formation of the side‐chain of 24(R), 25‐dihydroxycholesterol (1) via an iodolactonization process, involving a C‐10 carboxylic function and a 24, 25 double bond, has been studied. Low stereoselectivity was observed.

  DOI：

  10.1002/bscb.19860950410