(2R,3S,8S,9S,10R,13S,14S,17R)-17-((1S,2R,3R,4S)-4-Ethyl-2,3-dihydroxy-1,5-dimethyl-hexyl)-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one | 147200-26-8

• 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: (2R,3S,8S,9S,10R,13S,14S,17R)-17-((1S,2R,3R,4S)-4-Ethyl-2,3-dihydroxy-1,5-dimethyl-hexyl)-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one
• 英文别名: (2R,3S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5S)-5-ethyl-3,4-dihydroxy-6-methylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
• CAS: 147200-26-8
• 化学式: C₂₉H₅₀O₅
• 分子量: 478.713
• InChiKey: WADMTJKRYLAHQV-LPCVOZHJSA-N

物化性质

• 沸点：
  608.8±55.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (22E)-Stigmasta-2,22-dien-6-one 在 四氧化锇 、 dihydroquinidine 0-O-(9'-phenanthryl) ether 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 120.0h， 生成 (2R,3S,8S,9S,10R,13S,14S,17R)-17-((1S,2S,3S,4S)-4-Ethyl-2,3-dihydroxy-1,5-dimethyl-hexyl)-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one 、 (2R,3S,8S,9S,10R,13S,14S,17R)-17-((1S,2R,3R,4S)-4-Ethyl-2,3-dihydroxy-1,5-dimethyl-hexyl)-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one
  参考文献：
  名称：

  Use of dihydroquinidine 9-O-(9′-phenanthryl) ether in osmium-catalyzed asymmetric dihydroxylation in the synthesis of brassinosteroids

  摘要：

  The 22R,23R-homobrassinosteroid analogs are obtained in good yield from the corresponding precursor with a 22E-double bond by osmium-catalyzed asymmetric dihydroxylation using dihydroquinidine 9-O-(9'-phenantryl) ether (DHQD PHN) as chiral agent.

  DOI：

  10.1016/s0040-4039(00)60932-2