[(8R,9S,13S,14S,16R,17S)-3-[tert-butyl(dimethyl)silyl]oxy-16-(3-hydroxypropyl)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] acetate | 234765-87-8

• 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: [(8R,9S,13S,14S,16R,17S)-3-[tert-butyl(dimethyl)silyl]oxy-16-(3-hydroxypropyl)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] acetate
• CAS: 234765-87-8
• 化学式: C₂₉H₄₆O₄Si
• 分子量: 486.767
• InChiKey: CKWSDPYOMGITHR-QSDNOHAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.86
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(8R,9S,13S,14S,16R,17S)-3-[tert-butyl(dimethyl)silyl]oxy-16-(3-hydroxypropyl)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] acetate 在 吡啶 、 lithium aluminium tetrahydride 、 sodium azide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (8R,9S,13S,14S,16R,17S)-16-(3-aminopropyl)-3-[tert-butyl(dimethyl)silyl]oxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol
  参考文献：
  名称：

  Synthesis and evaluation of geldanamycin-estradiol hybrids

  摘要：

  Geldanamycin (GDM) binds to the Hsp90 chaperone protein and causes the degradation of several important signalling proteins. A series of novel estradiol-geldanamycin hybrids has been synthesized and evaluated for their ability to induce the selective degradation of the estrogen receptor (ER). The hybrid compounds are active and more selective than the parent causing degradation of ER and HER2, but not other GDM targets. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00185-7
• 作为产物：
  描述：

  3-(O-tert-butyl(dimethyl)silyl)estrone 在 4-二甲氨基吡啶 、 sodium perborate 、 lithium aluminium tetrahydride 、 9-borabicyclo[3.3.1]nonane dimer 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 [(8R,9S,13S,14S,16R,17S)-3-[tert-butyl(dimethyl)silyl]oxy-16-(3-hydroxypropyl)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] acetate
  参考文献：
  名称：

  Synthesis and evaluation of geldanamycin-estradiol hybrids

  摘要：

  Geldanamycin (GDM) binds to the Hsp90 chaperone protein and causes the degradation of several important signalling proteins. A series of novel estradiol-geldanamycin hybrids has been synthesized and evaluated for their ability to induce the selective degradation of the estrogen receptor (ER). The hybrid compounds are active and more selective than the parent causing degradation of ER and HER2, but not other GDM targets. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00185-7