methyl (E)-2-(2-(naphthalen-1-yl)-3-tosyloxazolidin-4-ylidene)acetate | 1185882-98-7

• 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: methyl (E)-2-(2-(naphthalen-1-yl)-3-tosyloxazolidin-4-ylidene)acetate
• 英文别名: methyl (2E)-2-[3-(4-methylphenyl)sulfonyl-2-naphthalen-1-yl-1,3-oxazolidin-4-ylidene]acetate
• CAS: 1185882-98-7
• 化学式: C₂₃H₂₁NO₅S
• 分子量: 423.489
• InChiKey: GIMCDVDQPUTXMN-NBVRZTHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-羟基-2-丁酸甲酯 、 4-methyl-N-(naphthalen-1-ylmethylene)benzenesulfonamide 在 potassium carbonate 作用下， 以 乙醚 为溶剂， 反应 24.0h， 生成 methyl (Z)-2-(2-(naphthalen-1-yl)-3-tosyloxazolidin-4-ylidene)acetate 、 methyl (E)-2-(2-(naphthalen-1-yl)-3-tosyloxazolidin-4-ylidene)acetate
  参考文献：
  名称：

  A facile synthesis of 4-methylene-1,3-oxazolidines from γ-hydroxybutynoate and N-tosylimines

  摘要：

  Both nucleophilic and basic catalysts have been used to promote the cyclization reactions between gamma-hydroxybutynoate and N-tosylimines to afford 4-methylene-1,3-oxazolidines in good yields. E- and Z-isomers of the final products have been isolated and characterized by NMR spectroscopy and X-ray data. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.009

文献信息

• A facile synthesis of 4-methylene-1,3-oxazolidines from γ-hydroxybutynoate and N-tosylimines
  作者：Nicolas Fleury-Brégeot、Arnaud Voituriez、Pascal Retailleau、Angela Marinetti

  DOI：10.1016/j.tetlet.2009.06.009

  日期：2009.8

  Both nucleophilic and basic catalysts have been used to promote the cyclization reactions between gamma-hydroxybutynoate and N-tosylimines to afford 4-methylene-1,3-oxazolidines in good yields. E- and Z-isomers of the final products have been isolated and characterized by NMR spectroscopy and X-ray data. (C) 2009 Elsevier Ltd. All rights reserved.