2-((8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate | 1119900-18-3

• 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: 2-((8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
• CAS: 1119900-18-3
• 化学式: C₂₉H₃₄O₆
• 分子量: 478.585
• InChiKey: PTVHYTHWMOYEBP-LLSQYXFBSA-N

物化性质

• 沸点：
  656.9±55.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  97.74
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  泼尼松 、 5-norbornene-endo-2-carbonyl chloride 在 吡啶 作用下， 反应 0.5h， 以60%的产率得到2-((8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
  参考文献：
  名称：

  Ring-opening metathesis polymerization of steroid-conjugated norbornenes and gradual release of estrone from a polymer film

  摘要：

  Steroids (estrone, estradiol, ursodeoxycholic acid, chenodeoxycholic acid, cortisone, prednisone, and dexamethasone) were reacted with either 5-norbornene-2-carboxylic acid chloride or 5-norbornene-2-methanol to form new norbornene derivatives with bioactive and sterically demanding steroid residues bound with an ester linkage. These norbornene-based monomers were polymerized by a ring-opening metathesis polymerization initiated by a ruthenium-carbene complex (Grubbs catalyst) or a ruthenium-vinylidene complex. With a few exceptions, the polymers were soluble in THF, and casting the solution produced films. Solid-state hydrolysis of the estrone-conjugated polymer film showed a slow but steady release of estrone under mild conditions (pH 5.5 or 3.0 at 37 degrees C). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2010.05.008