diethyl 4-[(1S)-1-[[(S)-(4-methylphenyl)sulfinyl]amino]ethyl]-4-nitroheptanedioate | 1006713-06-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl 4-[(1S)-1-[[(S)-(4-methylphenyl)sulfinyl]amino]ethyl]-4-nitroheptanedioate
• CAS: 1006713-06-9
• 化学式: C₂₀H₃₀N₂O₇S
• 分子量: 442.533
• InChiKey: PBEJKLWJQYBXNJ-DFYVNMARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  147
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-p-tolylsulfinylnitroamine 、 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 1.5h， 生成 (5S,4S,(S)S)-ethyl 5-N-(p-tolylsulfinyl)amino-4-nitro-hexanate 、 (5S,4R,(S)S)-ethyl 5-N-(p-tolylsulfinyl)amino-4-nitro-hexanate 、 diethyl 4-[(1S)-1-[[(S)-(4-methylphenyl)sulfinyl]amino]ethyl]-4-nitroheptanedioate
  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.