4-[1,3]oxazolo[4,5-b]pyridin-2-ylbenzyl N-(tert-butoxycarbonyl)-L-leucinate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-[1,3]oxazolo[4,5-b]pyridin-2-ylbenzyl N-(tert-butoxycarbonyl)-L-leucinate
• 英文别名: [4-([1,3]oxazolo[4,5-b]pyridin-2-yl)phenyl]methyl (2R)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
• 化学式: C₂₄H₂₉N₃O₅
• 分子量: 439.511
• InChiKey: PPWPSUHBFIPRPE-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-碘苄基溴 在 palladium diacetate 、 caesium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 24.0h， 生成 4-[1,3]oxazolo[4,5-b]pyridin-2-ylbenzyl N-(tert-butoxycarbonyl)-L-leucinate
  参考文献：
  名称：

  Unprecedentedly mild direct Pd-catalyzed arylation of oxazolo[4,5-b]pyridine

  摘要：

  Pd-catalyzed C-2 arylation of oxazolo[4,5-b]pyridine proceeds efficiently at 30 degrees C and tolerates a variety of aryl halides, including derivatized amino acids for which no racemization was observed during the reaction. Experimental evidence for facile deprotonation of oxazolo[4,5-b]pyridine under the reaction conditions is presented and the nature of the anionic intermediates is computationally examined. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.117

文献信息

• Unprecedentedly mild direct Pd-catalyzed arylation of oxazolo[4,5-b]pyridine
  作者：Fedor A. Zhuravlev

  DOI：10.1016/j.tetlet.2006.02.117

  日期：2006.4

  Pd-catalyzed C-2 arylation of oxazolo[4,5-b]pyridine proceeds efficiently at 30 degrees C and tolerates a variety of aryl halides, including derivatized amino acids for which no racemization was observed during the reaction. Experimental evidence for facile deprotonation of oxazolo[4,5-b]pyridine under the reaction conditions is presented and the nature of the anionic intermediates is computationally examined. (c) 2006 Elsevier Ltd. All rights reserved.