(10S)-3c-(4-nitro-benzoyloxy)-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(5tH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthrene | 35599-21-4

• 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: (10S)-3c-(4-nitro-benzoyloxy)-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(5tH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthrene
• 英文别名: (10S)-3c-(4-nitro-benzoyloxy)-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(5tH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthrene；(10S)-3c-(4-Nitro-benzoyloxy)-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(5tH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthren
• CAS: 35599-21-4
• 化学式: C₃₄H₅₁NO₄
• 分子量: 537.783
• InChiKey: SRRXMSNYFXHFCE-FOTOSMRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.24
• 重原子数：
  39.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  69.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  cholesterol 在 乙酸乙酯 、 甲苯 、 铂 作用下， 生成 (10S)-3c-(4-nitro-benzoyloxy)-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(5tH.8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthrene
  参考文献：
  名称：

  Shriner; Ko, Journal of Biological Chemistry, 1928, vol. 80, p. 1,7

  摘要：

  DOI：

文献信息

• Efficacious modification of the mitsunobu reaction for inversions of sterically hindered secondary alcohols
  作者：Stephen F. Martin、Jeffrey A. Dodge

  DOI：10.1016/0040-4039(91)80675-v

  日期：1991.6

  A practical modification of the Mitsunobu protocol for effecting stereochemical inversions of alcohols has been discovered in which use of p-nitrobenzoic acid as the nucleophilic partner results in significantly improved yields with relatively hindered substrates.

  已经发现了对Mitsunobu方案的一种实际修改，以实现醇的立体化学转化，其中使用对硝基苯甲酸作为亲核配偶体可显着提高产率，而底物相对受阻。
• Mitsunobu-like Processes with a Novel Triphenylphosphine-Cyclic Sulfamide Betaine
  作者：Jose L. Castro、Victor G. Matassa、Richard G. Ball

  DOI：10.1021/jo00088a007

  日期：1994.5

  An unprecedented adduct 10 between triphenylphosphine (TPP) and 3,3-dimethyl-1,2,5-thiadiazolidine 1,1-dioxide (8) is described, which can be regarded las a stable source of the [Ph(3)P](+) species, and was utilized to efficiently promote the coupling between alcohols and carboxylic or nitrogen acids in a Mitsunobu-like manner.