(1R,(S)S)-N-(p-tolylsulfinyl)-2-nitro-1-trifluoro-1-ethylamine | 1006713-17-2

• 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: (1R,(S)S)-N-(p-tolylsulfinyl)-2-nitro-1-trifluoro-1-ethylamine
• 英文别名: (S)-4-methyl-N-[(2R)-1,1,1-trifluoro-3-nitropropan-2-yl]benzenesulfinamide
• CAS: 1006713-17-2
• 化学式: C₁₀H₁₁F₃N₂O₃S
• 分子量: 296.27
• InChiKey: DSYUSUQFYRNOHX-HOGDKLEQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  94.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1R,(S)S)-N-(p-tolylsulfinyl)-2-nitro-1-trifluoro-1-ethylamine 、 丙烯酸乙酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 (5R,(S)S)-ethyl 6,6,6-trifluoro-5-N-(p-tolylsulfinyl)amino-4-nitro-hexanate
  参考文献：
  名称：

  An Efficient Method for the Synthesis of Nitropiperidones

  摘要：

  [GRAPHICS]A three step efficient strategy for the synthesis of substituted 5-nitropiperidones in high de, employing Michael addition of N-p-tolylsulfinyl beta-nitroamines to alpha, beta-unsaturated esters, hydrolysis of the sulfinyl group, and cyclization of the resulting free amines, has been developed. A very simple experimental procedure involving mild conditions and only one chromatographic purification are the main features of the process.

  DOI：

  10.1021/jo702130a
• 作为产物：
  描述：

  N-(p-tolylsulfinyl)-1-ethoxy-2,2,2-trifluoro-1-ethylamine 、 硝基甲烷 在 sodium hydroxide 、 4 A molecular sieve 作用下， 反应 50.0h， 以28%的产率得到(1R,(S)S)-N-(p-tolylsulfinyl)-2-nitro-1-trifluoro-1-ethylamine
  参考文献：
  名称：

  An Efficient Method for the Synthesis of Nitropiperidones

  摘要：

  [GRAPHICS]A three step efficient strategy for the synthesis of substituted 5-nitropiperidones in high de, employing Michael addition of N-p-tolylsulfinyl beta-nitroamines to alpha, beta-unsaturated esters, hydrolysis of the sulfinyl group, and cyclization of the resulting free amines, has been developed. A very simple experimental procedure involving mild conditions and only one chromatographic purification are the main features of the process.

  DOI：

  10.1021/jo702130a

文献信息

• An Efficient Method for the Synthesis of Nitropiperidones
  作者：José Luis García Ruano、Teresa de Haro、Rajinder Singh、M. Belén Cid

  DOI：10.1021/jo702130a

  日期：2008.2.1

  [GRAPHICS]A three step efficient strategy for the synthesis of substituted 5-nitropiperidones in high de, employing Michael addition of N-p-tolylsulfinyl beta-nitroamines to alpha, beta-unsaturated esters, hydrolysis of the sulfinyl group, and cyclization of the resulting free amines, has been developed. A very simple experimental procedure involving mild conditions and only one chromatographic purification are the main features of the process.