N-benzyl-N-(2-hydroxy-3-phenoxypropyl)methanesulfonamide | 900143-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-benzyl-N-(2-hydroxy-3-phenoxypropyl)methanesulfonamide
• CAS: 900143-67-1
• 化学式: C₁₇H₂₁NO₄S
• 分子量: 335.424
• InChiKey: HQNUWKVDGXGRHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-(2-hydroxy-3-phenoxypropyl)methanesulfonamide 在 4-二甲氨基吡啶 吡啶 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 2-benzyl-4-(phenoxymethyl)isothiazolidine-1,1-dioxide
  参考文献：
  名称：

  Regioselective synthesis of N-substituted-4-substituted isothiazolidine-1,1-dioxides

  摘要：

  A novel and efficient synthesis of a range of racemic and enantioenriched N-substituted-4-substituted isothiazolidine-1, 1-dioxides from epoxides and sulfonamides is described. The critical choice of the activating group for the cyclization event is discussed. The application of this methodology to the synthesis of N-substituted-4,5-disubstituted derivatives is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.038
• 作为产物：
  描述：

  N-苄基甲烷磺酰胺 、 苯基缩水甘油醚 在 四乙基氯化铵 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以88%的产率得到N-benzyl-N-(2-hydroxy-3-phenoxypropyl)methanesulfonamide
  参考文献：
  名称：

  Regioselective synthesis of N-substituted-4-substituted isothiazolidine-1,1-dioxides

  摘要：

  A novel and efficient synthesis of a range of racemic and enantioenriched N-substituted-4-substituted isothiazolidine-1, 1-dioxides from epoxides and sulfonamides is described. The critical choice of the activating group for the cyclization event is discussed. The application of this methodology to the synthesis of N-substituted-4,5-disubstituted derivatives is also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.038

文献信息

• Regioselective synthesis of N-substituted-4-substituted isothiazolidine-1,1-dioxides
  作者：Ed Cleator、Faye J. Sheen、Matthew M. Bio、K.M. Jos Brands、Antony J. Davies、Ulf-H. Dolling

  DOI：10.1016/j.tetlet.2006.04.038

  日期：2006.6

  A novel and efficient synthesis of a range of racemic and enantioenriched N-substituted-4-substituted isothiazolidine-1, 1-dioxides from epoxides and sulfonamides is described. The critical choice of the activating group for the cyclization event is discussed. The application of this methodology to the synthesis of N-substituted-4,5-disubstituted derivatives is also described. (c) 2006 Elsevier Ltd. All rights reserved.