cholest-5-en-7-on-3α-ol acetate | 71496-99-6

• 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: cholest-5-en-7-on-3α-ol acetate
• 英文别名: 3α-acetoxy-5-cholesten-7-one；7-ketocholesteryl acetate；3α-acetoxy-cholest-5-en-7-one；3α-Acetoxy-cholest-5-en-7-on；[(3R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-7-oxo-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate
• CAS: 71496-99-6
• 化学式: C₂₉H₄₆O₃
• 分子量: 442.682
• InChiKey: PMBSWZWCNKVWLV-SXOYSHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cholest-5-en-7-on-3α-ol acetate 在 sodium tetrahydroborate 、 氯化亚砜 、 硼酸 作用下， 以 乙醚 、 溶剂黄146 为溶剂， 反应 26.33h， 生成 3α,7α-diacetoxycholest-5-ene
  参考文献：
  名称：

  Stary, Ivo; Kocovsky, Pavel, Collection of Czechoslovak Chemical Communications, 1985, vol. 50, # 5, p. 1227 - 1238

  摘要：

  DOI：
• 作为产物：
  描述：

  胆甾-3,5-二烯-7-酮 在 偶氮二异丁腈 、 氢溴酸 、 三正丁基氢锡 、 间氯过氧苯甲酸 作用下， 以 吡啶 、 二氯甲烷 、 氯仿 为溶剂， 反应 41.83h， 生成 cholest-5-en-7-on-3α-ol acetate
  参考文献：
  名称：

  Stary, Ivo; Kocovsky, Pavel, Collection of Czechoslovak Chemical Communications, 1985, vol. 50, # 5, p. 1227 - 1238

  摘要：

  DOI：

文献信息

• Photochemical synthesis of C/D-ring synthons of vitamin D
  作者：William G. Dauben、Richard R. Ollmann、Shung C. Wu

  DOI：10.1016/s0040-4039(00)76782-7

  日期：1994.4

  Beginning with a steroid-5-ene, C/D-ring synthons of vitamin D are readily prepared via ozonization followed by a Norrish II photoelimination reaction.

  从甾体5烯开始，可以通过臭氧化反应和随后的Norrish II光消除反应轻松地制备维生素D的C / D环合成子。
• Desorption chemical ionization mass spectrometry of epimeric 3-hydroxysteroids and derivatives. Stereoselectivity and nucleophilic substitution with ammonia
  作者：Pierre Tecon、Yutaka Hirano、Carl Djerassi

  DOI：10.1002/oms.1210170608

  日期：1982.6

  AbstractThe desorption chemical ionization mass spectra, using ammonia as reagent gas, of several epimeric 3‐hydroxysteroids and their ether and carboxylic acid ester derivatives are reported. In the case of steroids possessing a Δ4‐ or Δ5‐3α‐benzoate moiety, stereospecific stabilization of the protonated molecular ion [M+H]+ is observed. This behavior is rationalized in terms of interaction of the double bond and the protonated benzoate group at C‐3. Nucleophilic substitution by NH3 is observed when a double bond is present in the vicinity of the substitution center. The nature and the stereochemistry of the leaving group influence this substitution reaction. Our results seem to indicate the operation of a two‐step mechanism (e.g. SN1 type reaction) rather than a SN2 type mechanism for the formation of the substitution ion [MOR+NH3]+.
• Kolek,T. et al., Polish Journal of Chemistry, 1979, vol. 53, p. 453 - 459
  作者：Kolek,T. et al.

  DOI：——

  日期：——
• Windaus; Naggatz, Justus Liebigs Annalen der Chemie, 1939, vol. 542, p. 204,214
  作者：Windaus、Naggatz

  DOI：——

  日期：——
• 971. Correlations between monocyclic and polycyclic unsaturated compounds from molecular rotation differences
  作者：John A. Mills

  DOI：10.1039/jr9520004976

  日期：——