(S,S)-1,2-diphenyl-N,N,N'-trimethylethanediamine | 341486-80-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (S,S)-1,2-diphenyl-N,N,N'-trimethylethanediamine
• 英文别名: (1S,2S)-N,N,N'-trimethyl-1,2-diphenylethane-1,2-diamine
• CAS: 341486-80-4
• 化学式: C₁₇H₂₂N₂
• 分子量: 254.375
• InChiKey: GJUJCWHBPKCRID-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S,S)-1,2-diphenyl-N,N,N'-trimethylethanediamine 在 正丁基锂 作用下， 生成 (S,S)-1,2-diphenyl-N,N,N'-trimethylethanediamine lithium
  参考文献：
  名称：

  An easy access to enantio-enriched α-substituted aldehydes by carbolithiation of β-phenyl or β-silyl-α,β-ethylenic aldehydes, protected with the monolithioamide of a chiral diamine

  摘要：

  Lithium amide derived from N,N,N'-trimethyl-l,2-diphenylethanediamine converts cinnamaldehyde to a lithium alkoxyamide which undergoes a regio- and stereoselective carbolithiation upon addition of various organolithiums. Subsequent hydrolysis or trapping with MeI delivers alpha -mono-, or alpha,beta -disubstituted 3-phenylpropanals with e.e.s of 76-96%. Extension to a silylated alpha -enal is possible. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00034-x
• 作为产物：
  描述：

  (1R,2R)-N,N'-二甲基-1,2-二苯基-1,2-乙二胺 在 sodium cyanoborohydride 作用下， 以 甲醇 、 二氯甲烷 、 水 、 三氟乙酸 为溶剂， 生成 (S,S)-1,2-diphenyl-N,N,N'-trimethylethanediamine
  参考文献：
  名称：

  An easy access to enantio-enriched α-substituted aldehydes by carbolithiation of β-phenyl or β-silyl-α,β-ethylenic aldehydes, protected with the monolithioamide of a chiral diamine

  摘要：

  Lithium amide derived from N,N,N'-trimethyl-l,2-diphenylethanediamine converts cinnamaldehyde to a lithium alkoxyamide which undergoes a regio- and stereoselective carbolithiation upon addition of various organolithiums. Subsequent hydrolysis or trapping with MeI delivers alpha -mono-, or alpha,beta -disubstituted 3-phenylpropanals with e.e.s of 76-96%. Extension to a silylated alpha -enal is possible. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00034-x

文献信息

• An easy access to enantio-enriched α-substituted aldehydes by carbolithiation of β-phenyl or β-silyl-α,β-ethylenic aldehydes, protected with the monolithioamide of a chiral diamine
  作者：Nathalie Brémand、Pierre Mangeney、Jean F Normant

  DOI：10.1016/s0040-4039(01)00034-x

  日期：2001.3

  Lithium amide derived from N,N,N'-trimethyl-l,2-diphenylethanediamine converts cinnamaldehyde to a lithium alkoxyamide which undergoes a regio- and stereoselective carbolithiation upon addition of various organolithiums. Subsequent hydrolysis or trapping with MeI delivers alpha -mono-, or alpha,beta -disubstituted 3-phenylpropanals with e.e.s of 76-96%. Extension to a silylated alpha -enal is possible. (C) 2001 Published by Elsevier Science Ltd.