(2R)-1-(4-methylphenyl)sulfonyl-2-(phenylmethoxymethyl)aziridine | 1265595-72-9

• 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: (2R)-1-(4-methylphenyl)sulfonyl-2-(phenylmethoxymethyl)aziridine
• CAS: 1265595-72-9
• 化学式: C₁₇H₁₉NO₃S
• 分子量: 317.409
• InChiKey: ZOWVIHCXRWBJAR-PYUWXLGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R)-1-(4-methylphenyl)sulfonyl-2-(phenylmethoxymethyl)aziridine 在 咪唑 、 4-二甲氨基吡啶 、 叔丁基锂 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 二氯甲烷 、 乙腈 、 正戊烷 为溶剂， 反应 19.0h， 生成 benzyl (R,Z)-(1-(benzyloxy)-3-(2-(4-((tert-butyldimethylsilyl)oxy)but-2-en-1-yl)-1,3-dithian-2-yl)propan-2-yl)(tosyl)carbamate
  参考文献：
  名称：

  Stereoselective Synthesis of 2,6-cis- and 2,6-trans-Piperidines through Organocatalytic Aza-Michael Reactions: A Facile Synthesis of (+)-Myrtine and (−)-Epimyrtine

  摘要：

  Both 2,6-cis- and 2,6-trans-piperidines were prepared from common substrates through organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in conjunction with dithiane coupling reactions. The organocatalytic aza-Michael reaction enabled a facile synthesis of (+)-myrtine and (-)-epimyrtine from a common substrate.

  DOI：

  10.1021/ol103064f

文献信息

• Stereoselective Synthesis of 2,6-<i>cis</i>- and 2,6-<i>trans</i>-Piperidines through Organocatalytic Aza-Michael Reactions: A Facile Synthesis of (+)-Myrtine and (−)-Epimyrtine
  作者：Yongcheng Ying、Hyoungsu Kim、Jiyong Hong

  DOI：10.1021/ol103064f

  日期：2011.2.18

  Both 2,6-cis- and 2,6-trans-piperidines were prepared from common substrates through organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in conjunction with dithiane coupling reactions. The organocatalytic aza-Michael reaction enabled a facile synthesis of (+)-myrtine and (-)-epimyrtine from a common substrate.