3,3-dimethyl-1-piperidin-4-ylmethyl-2,3-dihydro-1H-indol-6-ylamine | 61844-68-6

• 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: 3,3-dimethyl-1-piperidin-4-ylmethyl-2,3-dihydro-1H-indol-6-ylamine
• 英文别名: 17α-ethinyl-2-nitroestrone；2-nitroethinylestradiol；2-Nitro-17α-ethynylestradiol
• CAS: 61844-68-6
• 化学式: C₂₀H₂₃NO₄
• 分子量: 341.407
• InChiKey: UJWMOKSNLARBJN-BKRJIHRRSA-N

物化性质

• 沸点：
  474.8±45.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  83.6
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-1-piperidin-4-ylmethyl-2,3-dihydro-1H-indol-6-ylamine 在 sodium hydrogensulfite 作用下， 生成 2-Amino-17α-ethynylestradiol
  参考文献：
  名称：

  Convenient large scale preparation of catechol estrogens

  摘要：

  2-Hydroxyestrone, 2-hydroxyestradiol-17beta, 2-hydroxy-17alpha-ethynylestradiol, 2-hydroxyestriol, 4-hydroxyestrone, 4-hydroxyestradiol-17beta, 4-hydroxy-17alpha-ethynylestradiol and 4-hydroxyestriol are prepared on a preparative scale from the corresponding aminophenols using a new inverse oxidation procedure. By the synthesis described both the 2- and 4-hydroxylated estrogens are available in high yields.

  DOI：

  10.1016/0039-128x(76)90010-6
• 作为产物：
  描述：

  炔雌醇 在 硝酸 、 sodium nitrite 作用下， 生成 3,3-dimethyl-1-piperidin-4-ylmethyl-2,3-dihydro-1H-indol-6-ylamine
  参考文献：
  名称：

  Convenient large scale preparation of catechol estrogens

  摘要：

  2-Hydroxyestrone, 2-hydroxyestradiol-17beta, 2-hydroxy-17alpha-ethynylestradiol, 2-hydroxyestriol, 4-hydroxyestrone, 4-hydroxyestradiol-17beta, 4-hydroxy-17alpha-ethynylestradiol and 4-hydroxyestriol are prepared on a preparative scale from the corresponding aminophenols using a new inverse oxidation procedure. By the synthesis described both the 2- and 4-hydroxylated estrogens are available in high yields.

  DOI：

  10.1016/0039-128x(76)90010-6

文献信息

• Design and synthesis of a new furan-steroid-propanone derivative using some chemical strategies
  作者：Figueroa-Valverde Lauro、Rosas-Nexticapa Marcela、Lopez-Ramos Maria、Diaz Cedillo Francisco、Garcimarero-Espino E. Alejandra、Mateu-Armand Virginia、Ortiz-Ake Yazmin

  DOI：10.1016/j.steroids.2020.108654

  日期：2020.8

  There are several reports for the preparation of furan derivatives using some protocols which requires special conditions. In this way, the aim of this study was to synthesize a new furan-steroid-propanone derivative from both 17 alpha-ethynylestradiol and 2-nitro-17 alpha-ethynylestradiol using some series of reactions such as aldolization, 2 + 2 addition and etherification. The chemical structure was evaluated through both H-1 NMR and C-13 NMR spectroscopic analysis. The results showed a good yielding from furan-steroid derivative. In conclusion, this investigation provides a facile synthesis of a new furan-steroid-propanone derivative, using some reagents which are not expensive and do not require special conditions for handling.