3-O-苄基雌酮单乙烯缩酮 | 162784-26-1

• 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
• 中文名称: 3-O-苄基雌酮单乙烯缩酮
• 英文名称: 17,17-ethylenedioxy-3-benzyloxy-estra-1,3,5 (10)-trien-17-one
• 英文别名: 3-O-Benzyl Estrone Monoethylene Ketal；(8'R,9'S,13'S,14'S)-13'-methyl-3'-phenylmethoxyspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]
• CAS: 162784-26-1
• 化学式: C₂₇H₃₂O₃
• 分子量: 404.549
• InChiKey: OAPZVJZTHJRGNF-XPGKHFPBSA-N

物化性质

• 沸点：
  549.6±50.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-O-苄基雌酮单乙烯缩酮 在 pyridinium hydrobromide perbromide 、 potassium tert-butylate 、 对甲苯磺酸 作用下， 以 水 、 二甲基亚砜 、 丙酮 为溶剂， 生成 3-O-苄基15,16-去氢雌酮
  参考文献：
  名称：

  Synthesis of 17β-estradiol derivatives with n-butyl, n-methyl alkylamide side chain at position 15

  摘要：

  New derivatives of 17-beta-estradiol with N-butyl, N-methyl alkylamide side chains of three different lengths at position 15 have been synthesized from estrone. Compounds 5 and 6 having a shorter alkylamide chain were obtained in eleven steps by introduction of a 15, 16 double bond followed by an 1, 4 addition of alkylcopper reagent and further transformations including hydrolysis, Jones' oxidation, amidation, reduction and cleavage of the protective group. Compound 7 having the longest alkylamide chain was synthesized by chain lengthening (five additional steps) of an intermediate obtained in the course of synthesis of compound 6.

  DOI：

  10.1016/s0040-4020(01)81933-5
• 作为产物：
  描述：

  氯化苄 、 雌酮17-乙烯缩酮 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.58h， 生成 3-O-苄基雌酮单乙烯缩酮
  参考文献：
  名称：

  [EN] SYNTHESIS OF ESTETROL VIA ESTRONE DERIVED STEROIDS
  [FR] SYNTHESE D'ESTEROL PAR L'INTERMEDIAIRE DE STEROIDES DERIVES D'ESTRONE

  摘要：

  公开号：

  WO2004041839A3

文献信息

• Synthesis of 17β-estradiol derivatives with n-butyl, n-methyl alkylamide side chain at position 15
  作者：Donald Poirier、Yves Mérand、Fernand Labrie

  DOI：10.1016/s0040-4020(01)81933-5

  日期：1991.9

  New derivatives of 17-beta-estradiol with N-butyl, N-methyl alkylamide side chains of three different lengths at position 15 have been synthesized from estrone. Compounds 5 and 6 having a shorter alkylamide chain were obtained in eleven steps by introduction of a 15, 16 double bond followed by an 1, 4 addition of alkylcopper reagent and further transformations including hydrolysis, Jones' oxidation, amidation, reduction and cleavage of the protective group. Compound 7 having the longest alkylamide chain was synthesized by chain lengthening (five additional steps) of an intermediate obtained in the course of synthesis of compound 6.
• [EN] SYNTHESIS OF ESTETROL VIA ESTRONE DERIVED STEROIDS<br/>[FR] SYNTHESE D'ESTEROL PAR L'INTERMEDIAIRE DE STEROIDES DERIVES D'ESTRONE
  申请人：PANTARHEI BIOSCIENCE BV

  公开号：WO2004041839A3

  公开（公告）日：2004-07-01