(S)-N-benzyl-N-(1-phenylnon-2-ynyl)hydroxylamine | 1022915-18-9

• 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: (S)-N-benzyl-N-(1-phenylnon-2-ynyl)hydroxylamine
• 英文别名: N-benzyl-N-[(1S)-1-phenylnon-2-ynyl]hydroxylamine
• CAS: 1022915-18-9
• 化学式: C₂₂H₂₇NO
• 分子量: 321.462
• InChiKey: YMEFQMMLCOHFAL-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-phenyl-N-(non-2-ynylidene)methanamine oxide 、 二苯锌 在 Dimethylzinc 、 (+)-二叔丁基 L-酒石酸 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 1.0h， 生成 (R)-N-benzyl-N-(1-phenylnon-2-ynyl)hydroxylamine 、 (S)-N-benzyl-N-(1-phenylnon-2-ynyl)hydroxylamine
  参考文献：
  名称：

  Asymmetric addition of phenylzinc reagents to C-alkynyl nitrones. Enantiomeric enhancement by a product-like additive

  摘要：

  Asymmetric addition of diphenylzinc to C-alkynyl nitrones was achieved by utilizing di(t-butyl) (R,R)-tartrate as a chiral auxiliary to afford the corresponding optically active (S)-N-(1-phenyl-3-substituted prop-2-ynyl)hydroxylamines. By the addition of a product-like additive, enantiomeric enhancement was observed. A mixed zinc reagent, PhZnMe, improved the enantioselection to afford hydroxylamines in up to 92% ee. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.01.029

文献信息

• Asymmetric addition of phenylzinc reagents to C-alkynyl nitrones. Enantiomeric enhancement by a product-like additive
  作者：Weilin Wei、Yoshihira Hamamoto、Yutaka Ukaji、Katsuhiko Inomata

  DOI：10.1016/j.tetasy.2008.01.029

  日期：2008.3

  Asymmetric addition of diphenylzinc to C-alkynyl nitrones was achieved by utilizing di(t-butyl) (R,R)-tartrate as a chiral auxiliary to afford the corresponding optically active (S)-N-(1-phenyl-3-substituted prop-2-ynyl)hydroxylamines. By the addition of a product-like additive, enantiomeric enhancement was observed. A mixed zinc reagent, PhZnMe, improved the enantioselection to afford hydroxylamines in up to 92% ee. (C) 2008 Elsevier Ltd. All rights reserved.