[(3S,5S,6S,9R,10S,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-17-[(2S,3R)-3-[tert-butyl(dimethyl)silyl]oxy-6-methylheptan-2-yl]-3-(methoxymethoxy)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate | 316181-16-5

• 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,5S,6S,9R,10S,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-17-[(2S,3R)-3-[tert-butyl(dimethyl)silyl]oxy-6-methylheptan-2-yl]-3-(methoxymethoxy)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
• CAS: 316181-16-5
• 化学式: C₄₃H₈₀O₆Si₂
• 分子量: 749.276
• InChiKey: DQDNEPCGQPNMMG-NTCPXQJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.56
• 重原子数：
  51
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(3S,5S,6S,9R,10S,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-17-[(2S,3R)-3-[tert-butyl(dimethyl)silyl]oxy-6-methylheptan-2-yl]-3-(methoxymethoxy)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到acetic acid 11-(tert-butyl-dimethyl-silanyloxy)-17-[2-(tert-butyl-dimethyl-silanyloxy)-1,5-dimethyl-hexyl]-3-hydroxy-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl ester
  参考文献：
  名称：

  Synthesis and evaluation of 4-deacetoxyagosterol A as an MDR-modulator

  摘要：

  4-Deacetoxyagosterol A was synthesized from ergosterol by utilizing reductive regioselective epoxy cleavage as a key reaction. This synthesized congener of agosterol A, a spongean MDR-modulator, showed similar MDR-modulating activity against KB CV-60 cells overexpressing MRP. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00502-3
• 作为产物：
  描述：

  (1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-13-(methoxymethoxy)-6,10-dimethyl-16,25-diazaheptacyclo[13.10.2.01,9.02,6.010,15.016,25.018,23]heptacosa-18,20,22,26-tetraene-17,24-dione 在 吡啶 、 2,6-二甲基吡啶 、 lithium aluminium tetrahydride 、 dimethyl sulfide borane 、 diamide 、 mercury(II) diacetate 、 氯化二乙基铝 、 溶剂黄146 、 间氯过氧苯甲酸 、 三甲基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 [(3S,5S,6S,9R,10S,11R,13R,14R,17R)-11-[tert-butyl(dimethyl)silyl]oxy-17-[(2S,3R)-3-[tert-butyl(dimethyl)silyl]oxy-6-methylheptan-2-yl]-3-(methoxymethoxy)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
  参考文献：
  名称：

  Synthesis and evaluation of 4-deacetoxyagosterol A as an MDR-modulator

  摘要：

  4-Deacetoxyagosterol A was synthesized from ergosterol by utilizing reductive regioselective epoxy cleavage as a key reaction. This synthesized congener of agosterol A, a spongean MDR-modulator, showed similar MDR-modulating activity against KB CV-60 cells overexpressing MRP. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00502-3