N-(4-methoxybenzyl)-N-(5-(1-(methoxymethoxy)pent-2-yn-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)formamide | 1263179-91-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(4-methoxybenzyl)-N-(5-(1-(methoxymethoxy)pent-2-yn-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)formamide
• CAS: 1263179-91-4
• 化学式: C₂₂H₃₁NO₆
• 分子量: 405.491
• InChiKey: HNUKNBOGOICMBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  66.46
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-(4-methoxybenzyl)-N-(5-(1-(methoxymethoxy)pent-2-yn-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)formamide 在 dodecacarbonyltetrarhodium(0) 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 2.0h， 以59%的产率得到
  参考文献：
  名称：

  Synthetic studies of salinosporamide A through the intramolecular hydroamidation of alkynes

  摘要：

  Rhodium-catalyzed intramolecular hydroamidation of alkynes was carried out to construct the synthetic intermediates of a proteasome inhibitor, salinosporamide A. Several alkynyl formamides were synthesized and subjected to the hydroamidation reaction. Some derivatives with a methoxymethyl (MOM) or 2-methoxy-2-propyl (MOP) group near the reaction site were converted to the corresponding lactams in excellent yields. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.06.021
• 作为产物：
  描述：

  N-(5-formyl-2,2-dimethyl-1,3-dioxan-5-yl)-N-(4-methoxybenzyl)formamide 、 1-butynyllithium 、 氯甲基甲基醚 以 四氢呋喃 为溶剂， 生成 N-(4-methoxybenzyl)-N-(5-(1-(methoxymethoxy)pent-2-yn-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)formamide
  参考文献：
  名称：

  Synthetic studies of salinosporamide A through the intramolecular hydroamidation of alkynes

  摘要：

  Rhodium-catalyzed intramolecular hydroamidation of alkynes was carried out to construct the synthetic intermediates of a proteasome inhibitor, salinosporamide A. Several alkynyl formamides were synthesized and subjected to the hydroamidation reaction. Some derivatives with a methoxymethyl (MOM) or 2-methoxy-2-propyl (MOP) group near the reaction site were converted to the corresponding lactams in excellent yields. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.06.021