(4S,5S,8S,9S,10S,13S,14S,17S)-17-Hydroxy-2-methoxy-4,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-1-one | 57821-38-2

• 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: (4S,5S,8S,9S,10S,13S,14S,17S)-17-Hydroxy-2-methoxy-4,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-1-one
• CAS: 57821-38-2
• 化学式: C₂₁H₃₂O₃
• 分子量: 332.483
• InChiKey: UJCSEHVXNXDDCP-SPAWQAQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  24.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4S,5S,8S,9S,10S,13S,14S,17S)-17-Hydroxy-2-methoxy-4,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-1-one 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 生成 2-Methoxy-4α-methyl-5α-androst-2-en-1,17-dion
  参考文献：
  名称：

  Steroide und Sexualhormone 256. Mitteilung 1. Quassinoide Bitterstoffe I 1-Oxo-2-methoxy-4α-methyl-17β-hydroxy-Δ²-5α-androsten als Modell für den Ring A des Quassins

  摘要：

  AbstractStarting from 3‐oxo‐17β‐hydroxy‐Δ1‐5α‐androstene (2b) the preparation of 1‐oxo‐2‐methoxy‐4α‐methyl‐17β‐hydroxy‐Δ2‐5α‐androstene (9), a compound with the ring A structure of quassine (1) is described. The key problem of the reaction sequence is shown to be the monomethylation at C(4).

  DOI：

  10.1002/hlca.19750580625
• 作为产物：
  描述：

  sodium methylate 、 (2R,3R,4S,5S,8S,9S,10R,13S,14S,17S)-17-Hydroxy-4,10,13-trimethyl-hexadecahydro-20-oxa-cyclopropa[2,3]cyclopenta[a]phenanthren-1-one 以 甲醇 为溶剂， 生成 (4S,5S,8S,9S,10S,13S,14S,17S)-17-Hydroxy-2-methoxy-4,10,13-trimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-1-one
  参考文献：
  名称：

  Steroide und Sexualhormone 256. Mitteilung 1. Quassinoide Bitterstoffe I 1-Oxo-2-methoxy-4α-methyl-17β-hydroxy-Δ²-5α-androsten als Modell für den Ring A des Quassins

  摘要：

  AbstractStarting from 3‐oxo‐17β‐hydroxy‐Δ1‐5α‐androstene (2b) the preparation of 1‐oxo‐2‐methoxy‐4α‐methyl‐17β‐hydroxy‐Δ2‐5α‐androstene (9), a compound with the ring A structure of quassine (1) is described. The key problem of the reaction sequence is shown to be the monomethylation at C(4).

  DOI：

  10.1002/hlca.19750580625