2β-carboxymethylcholestane-3α,5α-diol | 157920-54-2

• 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: 2β-carboxymethylcholestane-3α,5α-diol
• 英文别名: 2-[(2R,3S,5R,8S,9S,10R,13R,14S,17R)-3,5-dihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-2-yl]acetic acid
• CAS: 157920-54-2
• 化学式: C₂₉H₅₀O₄
• 分子量: 462.714
• InChiKey: KTLTVJCHOOHBMQ-CTVRLNGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2β-carboxymethylcholestane-3α,5α-diol 以59%的产率得到
  参考文献：
  名称：

  Boto Alicia, Betancor Carmen, Prange Thierry, Suarez Ernesto, J. Org. Chem, 59 (1994) N 16, S 4393-4401

  摘要：

  DOI：
• 作为产物：
  描述：

  2β-(carbomethoxymethyl)cholestane-3α,5α-diol 3-acetate 在 氢氧化钾 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以98%的产率得到2β-carboxymethylcholestane-3α,5α-diol
  参考文献：
  名称：

  Fragmentation of Alkoxy Radicals: Tandem .beta.-Fragmentation-Cycloperoxyiodination Reaction

  摘要：

  The steroidal alcohols 2-cholesten-5 alpha-ol (3), 3-phenyl-2-cholesten-5 alpha-ol (4), and 3 alpha H-2'-oxofuro-[2,3]cholestan-5 alpha-ol (5) were prepared in order to test a new tandem beta-fragmentation-cycloperoxyiodination reaction. The alkoxy radicals generated by irradiation of these alcohols with visible light in the presence of (diacetoxyiodo)benzene, I-2, and molecular oxygen undergo a beta-fragmentation reaction with subsequent peroxidation of the C-radical formed. This peroxy radical is added to conveniently positioned double bonds to give 10-membered cyclic ketones possessing a 1,2-dioxolane group.

  DOI：

  10.1021/jo00095a012

文献信息

• Boto Alicia, Betancor Carmen, Prange Thierry, Suarez Ernesto, J. Org. Chem, 59 (1994) N 16, S 4393-4401
  作者：Boto Alicia, Betancor Carmen, Prange Thierry, Suarez Ernesto

  DOI：——

  日期：——
• Fragmentation of Alkoxy Radicals: Tandem .beta.-Fragmentation-Cycloperoxyiodination Reaction
  作者：Alicia Boto、Carmen Betancor、Thierry Prange、Ernesto Suarez

  DOI：10.1021/jo00095a012

  日期：1994.8

  The steroidal alcohols 2-cholesten-5 alpha-ol (3), 3-phenyl-2-cholesten-5 alpha-ol (4), and 3 alpha H-2'-oxofuro-[2,3]cholestan-5 alpha-ol (5) were prepared in order to test a new tandem beta-fragmentation-cycloperoxyiodination reaction. The alkoxy radicals generated by irradiation of these alcohols with visible light in the presence of (diacetoxyiodo)benzene, I-2, and molecular oxygen undergo a beta-fragmentation reaction with subsequent peroxidation of the C-radical formed. This peroxy radical is added to conveniently positioned double bonds to give 10-membered cyclic ketones possessing a 1,2-dioxolane group.