3β-hydroxycholest-5-en-7α-yl benzoate | 75785-72-7

• 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: 3β-hydroxycholest-5-en-7α-yl benzoate
• 英文别名: 7α-benzoyloxycholesteryl-3β-ol；benzoic acid-(3β-hydroxy-cholesten-(5)-yl-(7α)-ester)；Benzoesaeure-(3β-hydroxy-cholesten-(5)-yl-(7α)-ester)；[(3S,7S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl] benzoate
• CAS: 75785-72-7
• 化学式: C₃₄H₅₀O₃
• 分子量: 506.769
• InChiKey: VPJHTUPFDUSBHR-KHCFEYDLSA-N

物化性质

• 沸点：
  593.8±43.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3β-hydroxycholest-5-en-7α-yl benzoate 生成 Cholesta-2,4,6-trien
  参考文献：
  名称：

  On the Epimeric 7-Hydroxycholesterols

  摘要：

  DOI：

  10.1021/ja01262a067
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium methylate 、 苯 作用下， 生成 3β-hydroxycholest-5-en-7α-yl benzoate
  参考文献：
  名称：

  On the Epimeric 7-Hydroxycholesterols

  摘要：

  DOI：

  10.1021/ja01262a067

文献信息

• New efficient and totally stereoselective copper allylic benzoyloxylation of sterol derivatives
  作者：Jean Michel Brunel、Ludovic Billottet、Yves Letourneux

  DOI：10.1016/j.tetasy.2005.08.024

  日期：2005.9

  A new efficient and totally stereoselective copper allylic benzoyloxylation of sterol derivatives has been developed. This methodology has been successfully applied to the synthesis of 7 alpha-hydroxy DHEA and 7 alpha-hydroxy cholesterol in a two-step synthesis with high chemical yields (77% and 61% overall yield, respectively). A mechanistic rationale justifying the total stereoselectivity encountered has been proposed. (C) 2005 Elsevier Ltd. All rights reserved.