(20S)-7α,21-dihydroxy-20-methyl-5α-pregn-1-en-3-one | 866488-96-2

• 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: (20S)-7α,21-dihydroxy-20-methyl-5α-pregn-1-en-3-one
• 英文别名: (5S,7R,8S,9S,10R,13R,14S,17R)-7-hydroxy-17-[(2S)-1-hydroxypropan-2-yl]-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 866488-96-2
• 化学式: C₂₂H₃₄O₃
• 分子量: 346.51
• InChiKey: QDYQNOXINGVPIS-YJPOZTGBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (20S)-7α,21-dihydroxy-20-methyl-5α-pregn-1-en-3-one 在 palladium 10% on activated carbon 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以95%的产率得到7α,22-dihydroxy-23,24-bisnor-5α-chola-3-one
  参考文献：
  名称：

  EP1767540

  摘要：

  公开号：
• 作为产物：
  描述：

  (20S)-21-tert-butyldimethylsilyloxy-7α-hydroxy-20-methyl-5α,-pregn-1-en-3-one 、 (20S)-21-tert-butyldimethylsilyloxy-7α-hydroxy-20-methyl-5α-pregn-3-one 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以96%的产率得到(20S)-7α,21-dihydroxy-20-methyl-5α-pregn-3-one
  参考文献：
  名称：

  EP1731526

  摘要：

  公开号：

文献信息

• Method for Producing 5Alpha-Pregnane Derivative
  申请人：Koyakumaru Kenichi

  公开号：US20070203106A1

  公开（公告）日：2007-08-30

  The present invention relates to a method of producing 5α-pregnane derivatives represented by the formula (III), which is characterized by selectively reducing a carbon-carbon double bond of a 5α-pregnane derivative represented by the formula (II) in a mixture of 5α-pregnane derivatives represented by the formula (I) and the formula (II). According to the present invention, a method capable of producing 5α-pregnane derivatives useful as synthetic intermediates for squalamine, in a high yield from easily available raw materials, can be provided: wherein R 1 , R 2 , R 11 and R 12 are each independently a hydrogen atom or a hydroxyl-protecting group.

  本发明涉及一种生产5α-孕烷衍生物的方法，其表示为公式(III)，其特征在于在公式(I)和公式(II)的5α-孕烷衍生物混合物中，选择性地还原公式(II)中的碳-碳双键。根据本发明，可以提供一种能够从易得到的原料中高产得到用作鲨烷合成中间体的5α-孕烷衍生物的方法。其中，R1、R2、R11和R12各自独立地表示氢原子或羟基保护基。
• Method for producing 5alpha-pregnane derivative
  申请人：Koyakumaru Kenichi

  公开号：US20070197490A1

  公开（公告）日：2007-08-23

  The present invention relates to a method of producing a mixture of 5 α -pregnane derivatives represented by the formula (II) and the formula (III), which is characterized by reacting a pregnane derivative represented by the formula (I) with a metal selected from alkali metals and alkaline earth metals in the presence of a proton donor and an amine and/or ammonia. According to the present invention, a method capable of producing 5 α -pregnane derivatives useful as synthetic intermediates for squalamine, in a high yield from easily available raw materials, can be provided: wherein R 1 is a hydroxyl-protecting group, and R 2 , R 11 and R 12 are each independently a hydrogen atom or a hydroxyl-protecting group.

  本发明涉及一种制备由式（II）和式（III）表示的5α-孕烷衍生物混合物的方法，其特征在于在质子供体和胺和/或氨的存在下，将由式（I）表示的孕烷衍生物与从碱金属和碱土金属中选择的金属反应。根据本发明，可以提供一种能够从易得到的原材料中高产率地制备用作鲨烯合成中间体的5α-孕烷衍生物的方法。其中R1是一个羟基保护基，R2、R11和R12各自独立地是氢原子或羟基保护基。
• METHOD FOR PRODUCING 5 ALPHA-PREGNANE DERIVATIVE
  申请人：KURARAY CO., LTD.

  公开号：EP1731526A1

  公开（公告）日：2006-12-13

  The present invention relates to a method of producing 5α-pregnane derivatives represented by the formula (III), which is characterized by selectively reducing a carbon-carbon double bond of a 5α-pregnane derivative represented by the formula (II) in a mixture of 5α-pregnane derivatives represented by the formula (I) and the formula (II). According to the present invention, a method capable of producing 5α-pregnane derivatives useful as synthetic intermediates for squalamine, in a high yield from easily available raw materials, can be provided: wherein R1, R2, R11 and R12 are each independently a hydrogen atom or a hydroxyl-protecting group.

  本发明涉及一种生产由式(III)表示的5α-孕甾烷衍生物的方法，其特征在于在由式(I)和式(II)表示的5α-孕甾烷衍生物的混合物中选择性地还原由式(II)表示的5α-孕甾烷衍生物的碳碳双键。根据本发明，可以提供一种利用容易获得的原料高产率生产可用作角鲨胺合成中间体的 5α-孕甾烷衍生物的方法： 其中 R1、R2、R11 和 R12 各自独立地为氢原子或羟基保护基团。