(5'S,17S)-5'-methylspiro[estr-4-ene-3-one-17,2'-tetrahydrofuran-3'-one] | 359633-51-5

• 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: (5'S,17S)-5'-methylspiro[estr-4-ene-3-one-17,2'-tetrahydrofuran-3'-one]
• 英文别名: (5'S,8R,9S,10R,13S,14S,17S)-5',13-dimethylspiro[1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-17,2'-oxolane]-3,3'-dione
• CAS: 359633-51-5
• 化学式: C₂₂H₃₀O₃
• 分子量: 342.478
• InChiKey: DVHOGWHHGFIZCL-XBDMYYDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5'S,17S)-5'-methylspiro[estr-4-ene-3-one-17,2'-tetrahydrofuran-3'-one] 在 三氟化硼乙醚 、 镍 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 20.0h， 生成 (5'S,17S)-5'-methylspiro[estr-4-ene-17,2'-tetrahydrofuran-3'-one]
  参考文献：
  名称：

  Synthesis of C-5′-alkyl substituted 17-spirofuran 19-norsteroids

  摘要：

  A number of new steroidal 17-spirofuran derivatives of the 19-nor series containing Me, Et or Pr-i-substituents in the heterocyclic moiety has been prepared, which are expected to have a strong progestagenic activity. The proposed approach made use of the 1,3-dipolar cycloaddition of low-molecular nitrile oxides with steroidal acetylenic alcohols followed by transformation of the isoxazole side chain. (C) 2001 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(00)00222-1
• 作为产物：
  描述：

  3-methoxy-17α-(3'-methylisoxazol-5'-yl)-estra-1,3,5(10)-trien-17β-ol 在 镍 盐酸 、 chromium(III) oxide 、 sodium tetrahydroborate 、 氢气 、 硼酸 、 sodium 、 异丙醇 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 、 氨 为溶剂， 反应 103.84h， 生成 (5'S,17S)-5'-methylspiro[estr-4-ene-3-one-17,2'-tetrahydrofuran-3'-one]
  参考文献：
  名称：

  Synthesis of C-5′-alkyl substituted 17-spirofuran 19-norsteroids

  摘要：

  A number of new steroidal 17-spirofuran derivatives of the 19-nor series containing Me, Et or Pr-i-substituents in the heterocyclic moiety has been prepared, which are expected to have a strong progestagenic activity. The proposed approach made use of the 1,3-dipolar cycloaddition of low-molecular nitrile oxides with steroidal acetylenic alcohols followed by transformation of the isoxazole side chain. (C) 2001 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(00)00222-1

文献信息

• Synthesis of C-5′-alkyl substituted 17-spirofuran 19-norsteroids
  作者：Vladimir A Khripach、Vladimir N Zhabinskii、Dmitrii N Tsavlovskii、Olga A Drachenova、Galina V Ivanova、Olga V Konstantinova、Margarita I Zavadskaya、Alexander S Lyakhov、Alla A Govorova、Marinus B Groen、Aede de Groot

  DOI：10.1016/s0039-128x(00)00222-1

  日期：2001.7

  A number of new steroidal 17-spirofuran derivatives of the 19-nor series containing Me, Et or Pr-i-substituents in the heterocyclic moiety has been prepared, which are expected to have a strong progestagenic activity. The proposed approach made use of the 1,3-dipolar cycloaddition of low-molecular nitrile oxides with steroidal acetylenic alcohols followed by transformation of the isoxazole side chain. (C) 2001 Elsevier Science Inc. All rights reserved.