(S)-N-allyl-N-(1-(benzylamino)-3-phenylpropan-2-yl)-4-methylbenzenesulfonamide | 1352166-18-7

• 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: (S)-N-allyl-N-(1-(benzylamino)-3-phenylpropan-2-yl)-4-methylbenzenesulfonamide
• CAS: 1352166-18-7
• 化学式: C₂₆H₃₀N₂O₂S
• 分子量: 434.602
• InChiKey: XIZCZYZBGUDXNB-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-N-allyl-N-(1-(benzylamino)-3-phenylpropan-2-yl)-4-methylbenzenesulfonamide 在 碘 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (2S,5S)-1,5-dibenzyl-2-(iodomethyl)-4-tosylpiperazine
  参考文献：
  名称：

  I₂-Mediated Diversity Oriented Diastereoselective Synthesis of Amino Acid Derived trans-2,5-Disubstituted Morpholines, Piperazines, and Thiomorpholines

  摘要：

  Diastereoselective trans-2,5-disubstituted amino acids derived diverse morpholines, piperazines and thiomorpholines were prepared in 30 min-1 h with high yields through iodine-mediated 6-exotrig type cyclization from a single common synthetic intermediate. The displacement of iodine with hydride ion gave a methyl substituent at the 2-position of morpholines which provides an additional opportunity for diversity oriented nucleophilic substitution on the rings as well as incorporation of substituents at the 5-position from amino acids constituents.

  DOI：

  10.1021/co200129t
• 作为产物：
  描述：

  methyl N-allyl-N-tosyl-L-phenylalaninate 在 吡啶 、 lithium aluminium tetrahydride 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 生成 (S)-N-allyl-N-(1-(benzylamino)-3-phenylpropan-2-yl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  I₂-Mediated Diversity Oriented Diastereoselective Synthesis of Amino Acid Derived trans-2,5-Disubstituted Morpholines, Piperazines, and Thiomorpholines

  摘要：

  Diastereoselective trans-2,5-disubstituted amino acids derived diverse morpholines, piperazines and thiomorpholines were prepared in 30 min-1 h with high yields through iodine-mediated 6-exotrig type cyclization from a single common synthetic intermediate. The displacement of iodine with hydride ion gave a methyl substituent at the 2-position of morpholines which provides an additional opportunity for diversity oriented nucleophilic substitution on the rings as well as incorporation of substituents at the 5-position from amino acids constituents.

  DOI：

  10.1021/co200129t