(4S,5R)-4-methyl-5-phenyl-N-tosyl-[1,2,3]oxathiazolidin-2-oxide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4S,5R)-4-methyl-5-phenyl-N-tosyl-[1,2,3]oxathiazolidin-2-oxide
• 英文别名: (4S,5R)-4-methyl-3-(4-methylphenyl)sulfonyl-5-phenyloxathiazolidine 2-oxide
• 化学式: C₁₆H₁₇NO₄S₂
• 分子量: 351.447
• InChiKey: GFVLQDUEPBMSBN-ZJCFRIOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  91.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4S,5R)-4-methyl-5-phenyl-N-tosyl-[1,2,3]oxathiazolidin-2-oxide 、 二正丙胺 在 正丁基锂 、 水 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以65%的产率得到dipropylsulfinamic acid (1R,2S)-1-phenyl-2-[(toluenesulfonyl)amino]propyl ester
  参考文献：
  名称：

  The sulfinyl moiety in Lewis base-promoted allylations

  摘要：

  By employing Senanayake's oxathiazolidine-2-oxide reagent, a collection of sulfinamides was prepared and provided the first examples of sulfinamides promoting the allylation of benzaldehyde and N-benzoylhydrazones with allyltrichlorosilane. The optimum sulfinamide-derived Lewis base promoter displays comparable activity to the best sulfinyl-based Lewis bases reported. The use of bis-sulfoxides is also discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.042

文献信息

• Methods of preparing sulfinamides and sulfoxides
  申请人：——

  公开号：US20030083517A1

  公开（公告）日：2003-05-01

  This invention encompasses novel methods of preparing sulfinamides and sulfoxides, particularly stereomerically pure sulfinamides and sulfoxides. The invention further encompasses novel compounds from which sulfinamides and sulfoxides can be prepared.

  本发明涵盖了制备磺酰胺和亚磺酰化合物的新方法，特别是立体异构纯的磺酰胺和亚磺酰化合物。本发明还涵盖了可以制备磺酰胺和亚磺酰化合物的新化合物。
• Methods of Preparing Sulfinamides and Sulfoxides
  申请人：Senanayake Hugh Chris

  公开号：US20070293682A1

  公开（公告）日：2007-12-20

  This invention encompasses novel methods of preparing sulfinamides and sulfoxides, particularly stereomerically pure sulfinamides and sulfoxides. The invention further encompasses novel compounds from which sulfinamides and sulfoxides can be prepared.

  本发明涵盖了制备磺酰胺和磺醇的新方法，特别是立体异构纯的磺酰胺和磺醇。该发明还涵盖了可以制备磺酰胺和磺醇的新化合物。
• US7064214B2
  申请人：——

  公开号：US7064214B2

  公开（公告）日：2006-06-20
• The sulfinyl moiety in Lewis base-promoted allylations
  作者：J. Robin Fulton、Lamin M. Kamara、Simon C. Morton、Gareth J. Rowlands

  DOI：10.1016/j.tet.2009.09.042

  日期：2009.11

  By employing Senanayake's oxathiazolidine-2-oxide reagent, a collection of sulfinamides was prepared and provided the first examples of sulfinamides promoting the allylation of benzaldehyde and N-benzoylhydrazones with allyltrichlorosilane. The optimum sulfinamide-derived Lewis base promoter displays comparable activity to the best sulfinyl-based Lewis bases reported. The use of bis-sulfoxides is also discussed. (C) 2009 Elsevier Ltd. All rights reserved.