Benzoic acid (7R,8R,9S,13S,14S,17S)-7-(11-bromo-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester | 251941-61-4

• 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: Benzoic acid (7R,8R,9S,13S,14S,17S)-7-(11-bromo-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester
• 英文别名: [(7R,8R,9S,13S,14S,17S)-7-(11-bromoundecyl)-13-methyl-17-(oxan-2-yloxy)-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate
• CAS: 251941-61-4
• 化学式: C₄₁H₅₇BrO₄
• 分子量: 693.805
• InChiKey: QYMFGVMSNBCEGM-RCZVWLQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  46.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Benzoic acid (7R,8R,9S,13S,14S,17S)-7-(11-bromo-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester 在 lithium hydroxide 、 sodium azide 、 caesium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (S)-N-[11-((7R,8R,9S,13S,14S,17S)-3,17-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)-undecyl]-3-phenyl-2-propionylamino-propionamide
  参考文献：
  名称：

  Parallel solid-phase synthesis of a model library of 7α-alkylamide estradiol derivatives as potential estrogen receptor antagonists

  摘要：

  The C17-THP derivative of 7 alpha-(11-azidoundecanyl)-estradiol (4) was synthesized and coupled to an aminomethyl resin via a photolabile o-nitrobenzyl linker. Reduction of the azide by the Staudinger reaction to its corresponding amine followed by acylation using four activated NFmoc protected amino acids gave a first level of diversity. Subsequent deprotection of the Fmoc followed by a second acylation with five activated carboxylic acids produced, after photocleavage, a model library of twenty antiestrogen-related 7 alpha-alkylamide estradiol derivatives in acceptable overall yields and very good purities. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00487-4
• 作为产物：
  描述：

  3-benzoyloxy 7α-(11'-hydroxy undecyl) estra-1,3,5(10)-trien-17β-ol 在 四溴化碳 、 对甲苯磺酸 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 Benzoic acid (7R,8R,9S,13S,14S,17S)-7-(11-bromo-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester
  参考文献：
  名称：

  Parallel solid-phase synthesis of a model library of 7α-alkylamide estradiol derivatives as potential estrogen receptor antagonists

  摘要：

  The C17-THP derivative of 7 alpha-(11-azidoundecanyl)-estradiol (4) was synthesized and coupled to an aminomethyl resin via a photolabile o-nitrobenzyl linker. Reduction of the azide by the Staudinger reaction to its corresponding amine followed by acylation using four activated NFmoc protected amino acids gave a first level of diversity. Subsequent deprotection of the Fmoc followed by a second acylation with five activated carboxylic acids produced, after photocleavage, a model library of twenty antiestrogen-related 7 alpha-alkylamide estradiol derivatives in acceptable overall yields and very good purities. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00487-4