N'-[(3S,4R)-4-cyano-6-methyl-1,4-diphenylhept-6-en-3-yl]benzohydrazide | 1314894-45-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: N'-[(3S,4R)-4-cyano-6-methyl-1,4-diphenylhept-6-en-3-yl]benzohydrazide
• CAS: 1314894-45-5
• 化学式: C₂₈H₂₉N₃O
• 分子量: 423.558
• InChiKey: JQXRMWATUFYEAP-XTEPFMGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  64.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-Methyl-2-phenyl-4-pentennitril 在 正丁基锂 、 (4R,5R)-2-chloro-3,4-dimethyl-2-[(2-methylpropan-2-yl)oxy]-5-phenyl-1,3,2-oxazasilolidine 、 二异丙胺 作用下， 以 四氢呋喃 、 hexanes 、 2,3,4-三氟甲苯 为溶剂， 反应 18.67h， 生成 、 N'-[(3S,4R)-4-cyano-6-methyl-1,4-diphenylhept-6-en-3-yl]benzohydrazide
  参考文献：
  名称：

  A New Synthesis of Pyrrolidines by Way of an Enantioselective Mannich/Diastereoselective Hydroamination Reaction Sequence

  摘要：

  A new two-step synthesis of highly substituted pyrrolidines has been developed. Chiral silane Lewis acid promoted enantioselective Mannich reactions of silyl ketene imines with acylhydrazones may be used to access bishomoallylic benzoic hydrazides that In turn may be cyclized to pyrrolidines by way of the thermal hydroamination reaction reported recently by Beauchemin. Importantly, excellent diastereoselectivity may be realized in the hydroamination reactions.

  DOI：

  10.1021/ol201566u

文献信息

• A New Synthesis of Pyrrolidines by Way of an Enantioselective Mannich/Diastereoselective Hydroamination Reaction Sequence
  作者：Jenny M. Baxter Vu、James L. Leighton

  DOI：10.1021/ol201566u

  日期：2011.8.5

  A new two-step synthesis of highly substituted pyrrolidines has been developed. Chiral silane Lewis acid promoted enantioselective Mannich reactions of silyl ketene imines with acylhydrazones may be used to access bishomoallylic benzoic hydrazides that In turn may be cyclized to pyrrolidines by way of the thermal hydroamination reaction reported recently by Beauchemin. Importantly, excellent diastereoselectivity may be realized in the hydroamination reactions.