4α-methyl-5α-stigmastan-3-one | 57708-07-3

• 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: 4α-methyl-5α-stigmastan-3-one
• 英文别名: 4α-Methyl-5α-stigmastan-3-on；(4S,5S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-4,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
• CAS: 57708-07-3
• 化学式: C₃₀H₅₂O
• 分子量: 428.742
• InChiKey: NYFSTFSSSKTSPW-TVEKXAOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  31
• 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：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4α-methyl-5α-stigmastan-3-one 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 (20R,24R)-4α-methyl-5α-stigmastan-3β-ol
  参考文献：
  名称：

  Synthesis of 4α-Methyl-Δ⁷-steroiäs. The Interrelationship of Cholesterol, Citrostadienol and Lophenol

  摘要：

  DOI：

  10.1021/ja01556a033
• 作为产物：
  描述：

  (20R,24R)-4α-methyl-5α-stigmastan-3β-ol 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 4α-methyl-5α-stigmastan-3-one
  参考文献：
  名称：

  Synthesis of 4α-Methyl-Δ⁷-steroiäs. The Interrelationship of Cholesterol, Citrostadienol and Lophenol

  摘要：

  DOI：

  10.1021/ja01556a033

文献信息

• Chemical synthesis, spectral properties, and chromatography of 4α-methyl and 4β-methyl isomers of (24R)-24-ethyl-5α-cholestan-3β-ol and (24S)-24-ethyl-cholesta-5,22-dien-3β-ol
  作者：Furn F. Knapp、George J. Schroepfer

  DOI：10.1016/0039-128x(75)90079-3

  日期：1975.9

  Described herein are chemical syntheses of the following compounds: 4-methyl-(24S)-24-ethyl-cholesta-4,22-dien-3-one, 4,4-dimethyl-(24S)-24-ethyl-cholesta-5,22-dien-3-one, 4beta-methyl-(24R)-24-ethyl-5alpha-cholestan-3beta-ol, 4alpha-methyl-(24R)-24-ethyl-5alpha-cholestan-3beta-ol, 4alpha-methyl-(24S)-24-ethyl-5alpha-cholest-22-en-3beta-ol, 4-methyl-6beta-bromo-(24S)-24-ethyl-cholesta-4,22-dien-3-one, 4alpha-methyl-(24S)-24-ethyl-cholesta-5,22-dien-3beta-ol, 4alpha,5alpha-epoxy-(24S)-24-ethyl-cholesta-4,22-dien-3beta-yl acetate, 4beta-methyl-(24S)-24-ethyl-cholest-22-en-3beta,5alpha-diol, 4beta-methyl-5alpha-hydroxy-(24S)-24-ethyl-cholest-22-en-3beta-yl acetate, 4beta-methyl-(24S)-24-ethyl-cholesta-5,22-dien-3beta-yl acetate and 4beta-methyl-(24S)-24-ethyl-cholesta-5,22-dien-3beta-ol. Chromatographic, nuclear magnetic resonance, and mass spectral data are presented for the compounds under consideration.
• Synthesis of 4α-Methyl-Δ⁷-steroiäs. The Interrelationship of Cholesterol, Citrostadienol and Lophenol
  作者：Yehuda Mazur、Franz Sondheimer

  DOI：10.1021/ja01556a033

  日期：1958.12