ethyl-2-(ethoxycarbonyl)-13-(3'-methoxy-17',17'-ethylenedioxy-1',3',5'(10')-estratriene-15'(α,β)-yl)-tridecanoate | 138743-13-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl-2-(ethoxycarbonyl)-13-(3'-methoxy-17',17'-ethylenedioxy-1',3',5'(10')-estratriene-15'(α,β)-yl)-tridecanoate
• 英文别名: diethyl 2-[11-[(8'R,9'S,13'S,14'S)-3'-methoxy-13'-methylspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-15'-yl]undecyl]propanedioate
• CAS: 138743-13-2；138743-28-9
• 化学式: C₃₉H₆₀O₇
• 分子量: 640.901
• InChiKey: WFJGFXQWCMFICN-COHRPADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.55
• 重原子数：
  46.0
• 可旋转键数：
  17.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl-2-(ethoxycarbonyl)-13-(3'-methoxy-17',17'-ethylenedioxy-1',3',5'(10')-estratriene-15'(α,β)-yl)-tridecanoate 在 水 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以62%的产率得到ethyl-13-(3'-methoxy-17',17'-ethylenedioxy-1',3',5'(10')-estratriene-15'(α,β)-yl)-tridecanoate
  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：

  3-methoxy-estra-1,3,5(10),15-tetraen-17-one 在 sodium hydride 、 potassium carbonate 、 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 123.0h， 生成 ethyl-2-(ethoxycarbonyl)-13-(3'-methoxy-17',17'-ethylenedioxy-1',3',5'(10')-estratriene-15'(α,β)-yl)-tridecanoate
  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