(1'R,4'S)-2-phenylsulfonyl-2-(4'-hydroxy-4'-methyl-2'-cyclopenten-1'-yl)-1-phenyl-ethanone | 926920-71-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1'R,4'S)-2-phenylsulfonyl-2-(4'-hydroxy-4'-methyl-2'-cyclopenten-1'-yl)-1-phenyl-ethanone
• CAS: 926920-71-0
• 化学式: C₂₀H₂₀O₄S
• 分子量: 356.442
• InChiKey: LTQWKDLNGROEMM-OOFVQCGSSA-N

物化性质

• 沸点：
  574.4±50.0 °C(predicted)
• 密度：
  1.279±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.44
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1'R,4'S)-2-phenylsulfonyl-2-(4'-hydroxy-4'-methyl-2'-cyclopenten-1'-yl)-1-phenyl-ethanone 在 四(三苯基膦)钯 4-二甲氨基吡啶 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 (1S,5S)-7-methyl-3-phenyl-4-(phenylsulfonyl)-2-oxabicyclo[3.3.0]octa-3,7-diene
  参考文献：
  名称：

  Pd(0) catalyzed intramolecular alkylation: stereoselective synthesis of furan and isoxazoline-2-oxide analogs

  摘要：

  New optically pure isoxazoline-2-oxide and furan analogs have been synthesized using Pd(0) catalyzed intramolecular cyclizations. Starting from a meso-diol, optically pure compounds were prepared without utilizing chiral ligands at any stage of the synthesis. The stereochemical outcome of the product (> 99% ee) was influenced by desymmetrization catalyzed by Pseudomonas cepacia lipase and the stereoselective nature of the palladium catalyzed transformations. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.066
• 作为产物：
  描述：

  4-Cyclopentene-1,3-diol, 1-methyl-, (1S,3R)- 在 四(三苯基膦)钯 4-二甲氨基吡啶 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 (1'R,4'S)-2-phenylsulfonyl-2-(4'-hydroxy-4'-methyl-2'-cyclopenten-1'-yl)-1-phenyl-ethanone
  参考文献：
  名称：

  Pd(0) catalyzed intramolecular alkylation: stereoselective synthesis of furan and isoxazoline-2-oxide analogs

  摘要：

  New optically pure isoxazoline-2-oxide and furan analogs have been synthesized using Pd(0) catalyzed intramolecular cyclizations. Starting from a meso-diol, optically pure compounds were prepared without utilizing chiral ligands at any stage of the synthesis. The stereochemical outcome of the product (> 99% ee) was influenced by desymmetrization catalyzed by Pseudomonas cepacia lipase and the stereoselective nature of the palladium catalyzed transformations. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.066