[(3S,8S,9S,10R,13S,14S,16S,17R)-3-[tert-butyl(diphenyl)silyl]oxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate | 151534-50-8

• 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: [(3S,8S,9S,10R,13S,14S,16S,17R)-3-[tert-butyl(diphenyl)silyl]oxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
• CAS: 151534-50-8
• 化学式: C₄₅H₆₄O₅Si
• 分子量: 713.086
• InChiKey: ONRYZDMJPGTPJY-OILHMVPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.76
• 重原子数：
  51
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(3S,8S,9S,10R,13S,14S,16S,17R)-3-[tert-butyl(diphenyl)silyl]oxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate 在 dimethyl sulfide borane 、 silica gel 、 pyridinium chlorochromate 作用下， 生成 Acetic acid (3S,5S,8R,9S,10R,13S,14S,16S,17R)-3-(tert-butyl-diphenyl-silanyloxy)-17-[(2S,5R)-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-10,13-dimethyl-6-oxo-hexadecahydro-cyclopenta[a]phenanthren-16-yl 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
• 作为产物：
  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 吡啶 、 chromium(VI) oxide 、 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 、 magnesium 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 100.0h， 生成 [(3S,8S,9S,10R,13S,14S,16S,17R)-3-[tert-butyl(diphenyl)silyl]oxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
  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