2-{Bis-[((S)-1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-methyl]-amino}-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-acetamide | 191109-54-3

• 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: 2-{Bis-[((S)-1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-methyl]-amino}-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-acetamide
• 英文别名: 2-[bis[2-[[(2S)-1-hydroxy-3-phenylpropan-2-yl]amino]-2-oxoethyl]amino]-N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]acetamide
• CAS: 191109-54-3
• 化学式: C₃₃H₄₂N₄O₆
• 分子量: 590.72
• InChiKey: GSRTUIOWGFRWSS-DTXPUJKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  43
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  151
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-{Bis-[((S)-1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-methyl]-amino}-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-acetamide 在 四氯化碳 、 三乙胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以44%的产率得到Tris-((S)-4-benzyl-4,5-dihydro-oxazol-2-ylmethyl)-amine
  参考文献：
  名称：

  Enantioselective allylic oxidation of cycloalkenes by using Cu(II)-tris(oxazoline) complex as a catalyst

  摘要：

  Optically active copper(II)-tris(oxazoline) complex that was synthesized as a model compound of the active site of non-heme oxygenase, was found to catalyze allylic oxidation of cycloalkenes to give the corresponding 2-cycloalkenyl benzoates with moderate to excellent enantioselectivity (up to 93% ee) under the Kharash-Sosnovsky reaction conditions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00322-0
• 作为产物：
  描述：

  次氮基三乙酸 在 硫酸 作用下， 反应 50.0h， 生成 2-{Bis-[((S)-1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-methyl]-amino}-N-((S)-1-hydroxymethyl-2-phenyl-ethyl)-acetamide
  参考文献：
  名称：

  Enantioselective allylic oxidation of cycloalkenes by using Cu(II)-tris(oxazoline) complex as a catalyst

  摘要：

  Optically active copper(II)-tris(oxazoline) complex that was synthesized as a model compound of the active site of non-heme oxygenase, was found to catalyze allylic oxidation of cycloalkenes to give the corresponding 2-cycloalkenyl benzoates with moderate to excellent enantioselectivity (up to 93% ee) under the Kharash-Sosnovsky reaction conditions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00322-0

文献信息

• Synthesis of novel C3 symmetric tris(thiazoline) ligands and their application in the allylic oxidation reaction
  作者：Xue-Ming Cheng、Zhong-Bo Zheng、Nan Li、Zhao-Hai Qin、Bin Fu、Neng-Dong Wang

  DOI：10.1016/j.tetasy.2008.08.028

  日期：2008.9

  A series of novel C-3 symmetric tris(thiazoline) ligands were synthesized from trimethyl nitrilotriacetate and an enantiomerically pure amino alcohol via an efficient route. Compound 7a showed moderate to good catalytic enantioselectivity for the asymmetric allylic oxidation of cycloalkenes. (C) 2008 Elsevier Ltd. All rights reserved.