diethyl 3,3-dimethyl-5-oxotetrahydro-2H-oxazolo[3,2-a]pyridine-8,8(3H)-dicarboxylate | 1313741-96-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: diethyl 3,3-dimethyl-5-oxotetrahydro-2H-oxazolo[3,2-a]pyridine-8,8(3H)-dicarboxylate
• 英文别名: Diethyl 3,3-dimethyl-5-oxo-2,6,7,8a-tetrahydro-[1,3]oxazolo[3,2-a]pyridine-8,8-dicarboxylate；diethyl 3,3-dimethyl-5-oxo-2,6,7,8a-tetrahydro-[1,3]oxazolo[3,2-a]pyridine-8,8-dicarboxylate
• CAS: 1313741-96-6
• 化学式: C₁₅H₂₃NO₆
• 分子量: 313.351
• InChiKey: SZZXMUBXXXICAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-chloro-N-(1-hydroxy-2-methylpropan-2-yl)propanamide 、 乙氧基甲叉丙二酸二乙酯 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 3.0h， 以55%的产率得到diethyl 3,3-dimethyl-5-oxotetrahydro-2H-oxazolo[3,2-a]pyridine-8,8(3H)-dicarboxylate
  参考文献：
  名称：

  Domino Process Optimized via ab Initio Study for an Alternative Access to Bicyclic Lactams

  摘要：

  A totally new acid-free domino process to access highly functionalized bicyclic gamma-and delta-lactams starting from commercially available and inexpensive ethoxymethylene derivatives is reported. Mechanisms elucidated by computational calculations led to new reaction conditions that boosted the yields up to 3.5 times higher.

  DOI：

  10.1021/ol2015225

文献信息

• Domino Process Optimized via <i>ab Initio</i> Study for an Alternative Access to Bicyclic Lactams
  作者：Sébastien Comesse、Arnaud Martel、Adam Daïch

  DOI：10.1021/ol2015225

  日期：2011.8.5

  A totally new acid-free domino process to access highly functionalized bicyclic gamma-and delta-lactams starting from commercially available and inexpensive ethoxymethylene derivatives is reported. Mechanisms elucidated by computational calculations led to new reaction conditions that boosted the yields up to 3.5 times higher.