N-[(1S,2S)-2-aminocyclohexyl]-6-methylpyridine-2-sulfonamide | 1234581-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-[(1S,2S)-2-aminocyclohexyl]-6-methylpyridine-2-sulfonamide
• CAS: 1234581-37-3
• 化学式: C₁₂H₁₉N₃O₂S
• 分子量: 269.368
• InChiKey: HCYAPNJJVPMVAW-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  93.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,4-二溴丁烷 、 N-[(1S,2S)-2-aminocyclohexyl]-6-methylpyridine-2-sulfonamide 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以87%的产率得到6-methyl-N-[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]pyridine-2-sulfonamide
  参考文献：
  名称：

  Enantioselective desymmetrization of meso-N-(heteroarenesulfonyl)aziridines with TMSN3 catalyzed by chiral Lewis acids

  摘要：

  A catalytic enantioselective desymmetrization of meso-N-(heteroarenesulfonyl)aziridines with TMSN3 using chiral Lewis acids afforded products with high enantioselectivity. As proof of the utility of this procedure, the precursor of selective K-opioid agonist (1S,2S)-(-)-U-50,488 was synthesized. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.065
• 作为产物：
  描述：

  N-[(1S,2S)-2-azidocyclohexyl]-6-methylpyridine-2-sulfonamide 在 水 、 三苯基膦 作用下， 以 乙腈 为溶剂， 以99%的产率得到N-[(1S,2S)-2-aminocyclohexyl]-6-methylpyridine-2-sulfonamide
  参考文献：
  名称：

  Enantioselective desymmetrization of meso-N-(heteroarenesulfonyl)aziridines with TMSN3 catalyzed by chiral Lewis acids

  摘要：

  A catalytic enantioselective desymmetrization of meso-N-(heteroarenesulfonyl)aziridines with TMSN3 using chiral Lewis acids afforded products with high enantioselectivity. As proof of the utility of this procedure, the precursor of selective K-opioid agonist (1S,2S)-(-)-U-50,488 was synthesized. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.065

文献信息

• Enantioselective desymmetrization of meso-N-(heteroarenesulfonyl)aziridines with TMSN3 catalyzed by chiral Lewis acids
  作者：Shuichi Nakamura、Masashi Hayashi、Yasutoshi Kamada、Ryosuke Sasaki、Yuichi Hiramatsu、Norio Shibata、Takeshi Toru

  DOI：10.1016/j.tetlet.2010.05.065

  日期：2010.7

  A catalytic enantioselective desymmetrization of meso-N-(heteroarenesulfonyl)aziridines with TMSN3 using chiral Lewis acids afforded products with high enantioselectivity. As proof of the utility of this procedure, the precursor of selective K-opioid agonist (1S,2S)-(-)-U-50,488 was synthesized. (C) 2010 Elsevier Ltd. All rights reserved.