Acetic acid (S)-4-[(2S,4aR,4bS,6aS,6bS,9aS,10aS,10bS)-2-(tert-butyl-diphenyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11-tetradecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester | 151534-40-6

• 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: Acetic acid (S)-4-[(2S,4aR,4bS,6aS,6bS,9aS,10aS,10bS)-2-(tert-butyl-diphenyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11-tetradecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester
• 英文别名: [(2S)-4-[(1S,2S,4S,8S,9S,12S,13R,16S)-16-[tert-butyl(diphenyl)silyl]oxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-6-yl]-2-methylbutyl] acetate
• CAS: 151534-40-6
• 化学式: C₄₅H₆₂O₄Si
• 分子量: 695.07
• InChiKey: HHKFFDRFUSEILJ-YJLMAEKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.77
• 重原子数：
  50
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetic acid (S)-4-[(2S,4aR,4bS,6aS,6bS,9aS,10aS,10bS)-2-(tert-butyl-diphenyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11-tetradecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester 在 chromium(VI) oxide 、 silica gel 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 生成 3β-tert-butyldiphenylsilyloxy-16-dehydro-pregn-5-en-20-one
  参考文献：
  名称：

  Hemisynthesis of (20S,24R)-20,24-epoxy-3β,16β,25-trihydroxy-6-oxo-5α-cholestane 16-acetate from diosgenin

  摘要：

  The title compound which was isolated as its 3beta-sophoroside from the defensive secretion of Chrysomela varians (Coleoptera: Chrysomelidae) has been synthesized from diosgenin ih 8 steps.

  DOI：

  10.1016/s0040-4020(01)81873-1
• 作为产物：
  描述：

  乙酸酐 、 3-tert-butyldiphenylsilyldiosgenin 在 吡啶 、 氯化铵 作用下， 反应 8.0h， 以18%的产率得到Acetic acid (S)-4-[(2S,4aR,4bS,6aS,6bS,9aS,10aS,10bS)-7-acetyl-2-(tert-butyl-diphenyl-silanyloxy)-4a,6a,7-trimethyl-1,2,3,4,4a,4b,5,6,6a,6b,7,9a,10,10a,10b,11-hexadecahydro-9-oxa-pentaleno[2,1-a]phenanthren-(8Z)-ylidene]-2-methyl-butyl ester
  参考文献：
  名称：

  Hemisynthesis of (20S,24R)-20,24-epoxy-3β,16β,25-trihydroxy-6-oxo-5α-cholestane 16-acetate from diosgenin

  摘要：

  The title compound which was isolated as its 3beta-sophoroside from the defensive secretion of Chrysomela varians (Coleoptera: Chrysomelidae) has been synthesized from diosgenin ih 8 steps.

  DOI：

  10.1016/s0040-4020(01)81873-1