N-(4-toluenesulfonyl)-4-ethyl-2-oxazolidone | 912806-79-2

• 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: N-(4-toluenesulfonyl)-4-ethyl-2-oxazolidone
• 英文别名: 4-Ethyl-3-(4-methylphenyl)sulfonyl-1,3-oxazolidin-2-one
• CAS: 912806-79-2
• 化学式: C₁₂H₁₅NO₄S
• 分子量: 269.321
• InChiKey: AGPDMCFGZPNCRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-环氧丁烷 、 对甲基苯磺酰异氰酸酯 在 三正丁基氧化磷 、 lithium bromide 作用下， 以 苯 为溶剂， 反应 6.0h， 以77%的产率得到N-(4-toluenesulfonyl)-4-ethyl-2-oxazolidone
  参考文献：
  名称：

  McFarland, J. W.; Beaulieu, J. J.; Arrey, L. N., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1431 - 1434

  摘要：

  DOI：

文献信息

• Highly enantioselective hydrogenation of exocyclic double bond of N-tosyloxazolidinones catalyzed by a neutral rhodium complex and its synthetic applications
  作者：Zengming Shen、Xiyan Lu、Aiwen Lei

  DOI：10.1016/j.tet.2006.07.024

  日期：2006.9

  A highly enantioselective synthesis of optically active N-tosyl-4-alkyl-1,3-oxazolidin-2-ones based on the asymmetric hydrogenation of the trisubstituted exocyclic double bond of N-tosyl-4-alkylidene-1,3-oxazolidin-2-ones under the catalysis of neutral [Rh(COD)Cl]2 (COD=1,5-cyclooctadiene) and (S)-(+)-DTBM-SEGPHOS was developed. The utility of this highly enantioselective reaction was exemplified by

  光学活性的对映体选择性高的合成Ñ基于所述三取代的环外双键的不对称氢化甲苯磺酰基-4-烷基-1,3-恶唑烷-2-酮Ñ甲苯磺酰基-4-亚烷基-1,3-恶唑烷在中性[Rh（COD）Cl] 2（COD = 1,5-环辛二烯）和（S）-（+）-DTBM-SEGPHOS的催化下，开发了2-ones。通过合成旋光氨基酸，氨基醇和哌啶衍生物来举例说明这种高对映选择性反应的效用。
• Solid-phase synthesis of 3,5-disubstituted 1,3-oxazolidin-2-ones by an activation/cyclo-elimination process
  作者：Peter ten Holte、Lambertus Thijs、Binne Zwanenburg

  DOI：10.1016/s0040-4039(98)01608-6

  日期：1998.10

  Polymer-supported sulfonyl chloride is used in the solid-phase synthesis of disubstituted 1,3-oxazolidin-2-ones. The target compounds were prepared by attaching 1,2-diols to the solid support, followed by reaction with p-toluenesulfonyl isocyanate and subsequent cycle-elimination with concurrent detachment from the resin. Oxazolidinones of high enantiopurity can be prepared with this method by employing enantiopure 1,2-diols. (C) 1998 Elsevier Science Ltd. All rights reserved.
• MCFARLAND, J. W.;BEAULIEU, J. J.;ARREY, L. N.;FREY, L. M., J. HETEROCYCL. CHEM., 25,(1988) N, C. 1431-1434
  作者：MCFARLAND, J. W.、BEAULIEU, J. J.、ARREY, L. N.、FREY, L. M.

  DOI：——

  日期：——
• McFarland, J. W.; Beaulieu, J. J.; Arrey, L. N., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1431 - 1434
  作者：McFarland, J. W.、Beaulieu, J. J.、Arrey, L. N.、Frey, L. M.

  DOI：——

  日期：——