(R)-2-((R)-1-((2,3-dimethylbutan-2-yl)dimethylsilyloxy)ethyl)-1-(methylsulfonyl)aziridine | 1268833-02-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (R)-2-((R)-1-((2,3-dimethylbutan-2-yl)dimethylsilyloxy)ethyl)-1-(methylsulfonyl)aziridine
• CAS: 1268833-02-8
• 化学式: C₁₃H₂₉NO₃SSi
• 分子量: 307.53
• InChiKey: HZHMPHXLGUIAKG-QAYQGLBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.38
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-2-((R)-1-((2,3-dimethylbutan-2-yl)dimethylsilyloxy)ethyl)-1-(methylsulfonyl)aziridine 、 sodium diphenylphosphide 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 1.0h， 以73%的产率得到N-((2S,3R)-3-((2,3-dimethylbutan-2-yl)dimethylsilyloxy)-1-(diphenylphosphino)butan-2-yl)methanesulfonamide
  参考文献：
  名称：

  l-Threonine-Derived Novel Bifunctional Phosphine−Sulfonamide Catalyst-Promoted Enantioselective Aza-Morita−Baylis−Hillman Reaction

  摘要：

  A series of novel bifunctional phosphine sulfonamide organic catalysts were designed and readily prepared from natural amino acids, and they were utilized to promote enantioselective aza-Morita-Baylis-Hillman (MBH) reactions. L-Threonine-derived phosphine-sulfonamide 9b was found to be the most efficient catalyst, affording the desired aza-MBH adducts in high yields and with excellent enantioselectivities.

  DOI：

  10.1021/ol103145g
• 作为产物：
  描述：

  C₁₃H₃₁NO₄SSi 在 4-二甲氨基吡啶 、 甲基磺酰氯 、 三乙胺 、 potassium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 以55 mg的产率得到(R)-2-((R)-1-((2,3-dimethylbutan-2-yl)dimethylsilyloxy)ethyl)-1-(methylsulfonyl)aziridine
  参考文献：
  名称：

  l-Threonine-Derived Novel Bifunctional Phosphine−Sulfonamide Catalyst-Promoted Enantioselective Aza-Morita−Baylis−Hillman Reaction

  摘要：

  A series of novel bifunctional phosphine sulfonamide organic catalysts were designed and readily prepared from natural amino acids, and they were utilized to promote enantioselective aza-Morita-Baylis-Hillman (MBH) reactions. L-Threonine-derived phosphine-sulfonamide 9b was found to be the most efficient catalyst, affording the desired aza-MBH adducts in high yields and with excellent enantioselectivities.

  DOI：

  10.1021/ol103145g