4,4-Bis-benzenesulfinyl-1,3-diphenyl-butan-1-one | 144602-50-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4,4-Bis-benzenesulfinyl-1,3-diphenyl-butan-1-one
• 英文别名: 4,4-Di(benzenesulfinyl)-1,3-diphenylbutan-1-one；4,4-bis(benzenesulfinyl)-1,3-diphenylbutan-1-one
• CAS: 144602-50-6
• 化学式: C₂₈H₂₄O₃S₂
• 分子量: 472.629
• InChiKey: WCUSKTHBFOSUKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  89.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4-Bis-benzenesulfinyl-1,3-diphenyl-butan-1-one 在 三苯基膦 作用下， 以 甲苯 为溶剂， 以60%的产率得到2-羟基-1,3-二苯基丁-3-烯-1-酮
  参考文献：
  名称：

  A convenient access to 16-methylene and 16β-methyl corticosteroids by a novel transformation of geminal bis(phenylsulphinyl) intermediates

  摘要：

  16-alpha-Bis(phenylsulphinyl) methyl pregnane derivative 7 gives, by a series of eliminations and rearrangements, the corresponding 16-methylene intermediate 4 on heating in the presence of triphenylphosphine. Regio- and stereoselective hydrogenation of the latter using Wilkinson's catalyst furnishes 16-beta-methyl corticosteroid 5.

  DOI：

  10.1016/s0040-4039(00)61232-7
• 作为产物：
  描述：

  [(苯基亚磺酰)甲基亚磺酰]苯 、 反式-查耳酮 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 4,4-Bis-benzenesulfinyl-1,3-diphenyl-butan-1-one
  参考文献：
  名称：

  A convenient access to 16-methylene and 16β-methyl corticosteroids by a novel transformation of geminal bis(phenylsulphinyl) intermediates

  摘要：

  16-alpha-Bis(phenylsulphinyl) methyl pregnane derivative 7 gives, by a series of eliminations and rearrangements, the corresponding 16-methylene intermediate 4 on heating in the presence of triphenylphosphine. Regio- and stereoselective hydrogenation of the latter using Wilkinson's catalyst furnishes 16-beta-methyl corticosteroid 5.

  DOI：

  10.1016/s0040-4039(00)61232-7

文献信息

• A convenient access to 16-methylene and 16β-methyl corticosteroids by a novel transformation of geminal bis(phenylsulphinyl) intermediates
  作者：Jean Boivin、Christine Chauvet、Samir Z. Zard

  DOI：10.1016/s0040-4039(00)61232-7

  日期：1992.8

  16-alpha-Bis(phenylsulphinyl) methyl pregnane derivative 7 gives, by a series of eliminations and rearrangements, the corresponding 16-methylene intermediate 4 on heating in the presence of triphenylphosphine. Regio- and stereoselective hydrogenation of the latter using Wilkinson's catalyst furnishes 16-beta-methyl corticosteroid 5.