(22R,23R,24S)-[26-(2)H3]-3β-bromo-22,23-diacetoxy-24-methyl-5α-cholestan-6-one | 461669-98-7

• 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: (22R,23R,24S)-[26-(2)H3]-3β-bromo-22,23-diacetoxy-24-methyl-5α-cholestan-6-one
• CAS: 461669-98-7
• 化学式: C₃₂H₅₁BrO₅
• 分子量: 598.634
• InChiKey: JBDRGVURMRHRQH-QRCBSSDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.38
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (22R,23R,24S)-[26-(2)H3]-3β-bromo-22,23-diacetoxy-24-methyl-5α-cholestan-6-one 在 N-溴代丁二酰亚胺(NBS) 、 氢溴酸 作用下， 以 乙二醇二甲醚 、 溶剂黄146 为溶剂， 反应 36.0h， 生成 (22R,23R,24S)-[26-(2)H3]-3α-bromo-2β-hydroxy-22,23-diacetoxy-24-methyl-5α-cholestan-6-one
  参考文献：
  名称：

  Synthesis of [26-2H3]brassinosteroids

  摘要：

  A number of [26-H-2(3)]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(02)00004-1
• 作为产物：
  描述：

  (22R,23R,24S)-[26-(2)H3]-22,23-diacetoxy-24-methyl-3α,5-cyclo-5α-cholestan-6-one 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 0.17h， 以97%的产率得到(22R,23R,24S)-[26-(2)H3]-3β-bromo-22,23-diacetoxy-24-methyl-5α-cholestan-6-one
  参考文献：
  名称：

  Synthesis of [26-2H3]brassinosteroids

  摘要：

  A number of [26-H-2(3)]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(02)00004-1