N-((1S,2S)-2-Hydroxy-1-methoxymethyl-2-phenyl-ethyl)-benzamide | 828247-86-5

• 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: N-((1S,2S)-2-Hydroxy-1-methoxymethyl-2-phenyl-ethyl)-benzamide
• 英文别名: N-[(1S,2S)-1-hydroxy-3-methoxy-1-phenylpropan-2-yl]benzamide
• CAS: 828247-86-5
• 化学式: C₁₇H₁₉NO₃
• 分子量: 285.343
• InChiKey: JIEKZHGGBRBUIG-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-((1S,2S)-2-Hydroxy-1-methoxymethyl-2-phenyl-ethyl)-benzamide 在 copper(II) bis(trifluoromethanesulfonate) 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 (S)-4-Methoxymethyl-2,5-diphenyl-4,5-dihydro-oxazole
  参考文献：
  名称：

  Synthesis of 2-oxazolines mediated by N,N′-diisopropylcarbodiimide

  摘要：

  N-(beta-Hydroxy)amides can be cyclised by reaction with diisopropy1carbodiimide (DIC) to give the corresponding 2-oxazolines in high yields. The reaction requires only very mild Lewis-acid catalysis (5mol% Cu(OTf)(2)) and can be accomplished with simple heating, or in very short reaction times under microwave irradiation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.143

文献信息

• Synthesis of 2-oxazolines mediated by N,N′-diisopropylcarbodiimide
  作者：Stefano Crosignani、Abigail C. Young、Bruno Linclau

  DOI：10.1016/j.tetlet.2004.10.143

  日期：2004.12

  N-(beta-Hydroxy)amides can be cyclised by reaction with diisopropy1carbodiimide (DIC) to give the corresponding 2-oxazolines in high yields. The reaction requires only very mild Lewis-acid catalysis (5mol% Cu(OTf)(2)) and can be accomplished with simple heating, or in very short reaction times under microwave irradiation. (C) 2004 Elsevier Ltd. All rights reserved.