4-methoxybenzyl N-phenyl-2,2,2-trifluoroacetimidate | 1450734-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxybenzyl N-phenyl-2,2,2-trifluoroacetimidate
• 英文别名: (4-methoxyphenyl)methyl 2,2,2-trifluoro-N-phenylethanimidate
• CAS: 1450734-54-9
• 化学式: C₁₆H₁₄F₃NO₂
• 分子量: 309.288
• InChiKey: UXNMLWRNKFDCCN-UHFFFAOYSA-N

物化性质

• 沸点：
  345.1±52.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-methoxybenzyl N-phenyl-2,2,2-trifluoroacetimidate 在 bismuth(lll) trifluoromethanesulfonate 、 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 Methyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-glucopyranoside
  参考文献：
  名称：

  p-Methoxybenzyl-N-phenyl-2,2,2-trifluoroacetimidate: a versatile reagent for mild acid catalyzed etherification

  摘要：

  PMB-NPTFA la is a new month bench stable and powerful reagent for the formation of PMB ethers. Several alcohols were protected in high yields and short reaction times, using low reagent loading and small catalytic amounts of Bi(OTf)(3). The mild conditions of the reaction confer a good orthogonality to acid- and base-sensitive protecting groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.066
• 作为产物：
  描述：

  2,2,2-三氟-N-苯基亚氨代乙酰氯 、 4-甲氧基苄醇 在 sodium hydride 作用下， 以 二氯甲烷 、 mineral oil 为溶剂， 反应 2.0h， 以89%的产率得到4-methoxybenzyl N-phenyl-2,2,2-trifluoroacetimidate
  参考文献：
  名称：

  p-Methoxybenzyl-N-phenyl-2,2,2-trifluoroacetimidate: a versatile reagent for mild acid catalyzed etherification

  摘要：

  PMB-NPTFA la is a new month bench stable and powerful reagent for the formation of PMB ethers. Several alcohols were protected in high yields and short reaction times, using low reagent loading and small catalytic amounts of Bi(OTf)(3). The mild conditions of the reaction confer a good orthogonality to acid- and base-sensitive protecting groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.066

文献信息

• p-Methoxybenzyl-N-phenyl-2,2,2-trifluoroacetimidate: a versatile reagent for mild acid catalyzed etherification
  作者：Nadine Barroca-Aubry、Mohamed Benchekroun、Filipe Gomes、David Bonnaffé

  DOI：10.1016/j.tetlet.2013.07.066

  日期：2013.9

  PMB-NPTFA la is a new month bench stable and powerful reagent for the formation of PMB ethers. Several alcohols were protected in high yields and short reaction times, using low reagent loading and small catalytic amounts of Bi(OTf)(3). The mild conditions of the reaction confer a good orthogonality to acid- and base-sensitive protecting groups. (C) 2013 Elsevier Ltd. All rights reserved.