17,17-dimethyl-18-nor-2-oxa-5α-androst-13(14)-en-3-one | 142793-21-3

• 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: 17,17-dimethyl-18-nor-2-oxa-5α-androst-13(14)-en-3-one
• 英文别名: 17,17-Dimethyl-18-nor-2-oxa-5alpha-androst-13-en-3-one；(3bR,5aS,9aS,9bS)-1,1,9a-trimethyl-3,3b,4,5,5a,6,9,9b,10,11-decahydro-2H-indeno[4,5-h]isochromen-7-one
• CAS: 142793-21-3
• 化学式: C₁₉H₂₈O₂
• 分子量: 288.43
• InChiKey: FWMYHFPYBGUGPD-DYIBVVGTSA-N

物化性质

• 沸点：
  421.8±45.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氧甲氢龙 在 盐酸 作用下， 反应 0.25h， 以73%的产率得到17,17-dimethyl-18-nor-2-oxa-5α-androst-13(14)-en-3-one
  参考文献：
  名称：

  Studies on anabolic steroids. 9. Tertiary sulfates of anabolic 17α-methyl steroids: synthesis and rearrangement

  摘要：

  A simple and convenient method has been developed to prepare sulfates of anabolic 17-beta-hydroxy-17-alpha-methyl steroids. The sulfates of methandienone, 17-alpha-methyltestosterone, mestanolone, oxandrolone, and stanozolol were prepared. Different A-ring functions were not affected under the sulfation condition. The buffered hydrolyses of these sulfates provided the 17-epimers of the original steroids and 17, 17-dimethyl-18-nor-13(14)-ene steroids, presumably via the 17-carbocations.

  DOI：

  10.1016/0039-128x(92)90048-e

文献信息

• Studies on anabolic steroids. 9. Tertiary sulfates of anabolic 17α-methyl steroids: synthesis and rearrangement
  作者：Honggang Bi、Robert Massé、George Just

  DOI：10.1016/0039-128x(92)90048-e

  日期：1992.7

  A simple and convenient method has been developed to prepare sulfates of anabolic 17-beta-hydroxy-17-alpha-methyl steroids. The sulfates of methandienone, 17-alpha-methyltestosterone, mestanolone, oxandrolone, and stanozolol were prepared. Different A-ring functions were not affected under the sulfation condition. The buffered hydrolyses of these sulfates provided the 17-epimers of the original steroids and 17, 17-dimethyl-18-nor-13(14)-ene steroids, presumably via the 17-carbocations.