3-O-tert-butyl 2-O-ethyl 1-acetyl-2-cyano-5-oxopyrrole-2,3-dicarboxylate | 1018669-91-4

• 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: 3-O-tert-butyl 2-O-ethyl 1-acetyl-2-cyano-5-oxopyrrole-2,3-dicarboxylate
• CAS: 1018669-91-4
• 化学式: C₁₅H₁₈N₂O₆
• 分子量: 322.318
• InChiKey: COWGYKWBIICWPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-O,3-O-ditert-butyl 1-O-ethyl 1-acetamido-1-cyano-3-(triphenyl-lambda5-phosphanylidene)propane-1,2,3-tricarboxylate 以 甲苯 为溶剂， 反应 96.0h， 以45%的产率得到3-O-tert-butyl 2-O-ethyl 1-acetyl-2-cyano-5-oxopyrrole-2,3-dicarboxylate
  参考文献：
  名称：

  A facile route to N-acetyl α,β-unsaturated γ-lactam derivatives using ethyl acetamidocyanoacetate and dialkyl acetylenedicarboxylate in the presence of triphenylphosphine

  摘要：

  The three component reaction of ethyl acetamidocyanoacetate with dialkyl acetylenedicarboxylates and triphenylphosphine leads to phosphorus ylides in good yields. These ylides undergo a 1,2-proton shift, loss of triphenylphosphine, and subsequent intramolecular amidation leads to the formation of N-acetyl alpha,beta-unsaturated gamma-lactams. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.063

文献信息

• A facile route to N-acetyl α,β-unsaturated γ-lactam derivatives using ethyl acetamidocyanoacetate and dialkyl acetylenedicarboxylate in the presence of triphenylphosphine
  作者：Sakineh Asghari、Mahmood Tajbakhsh、Vali Taghipour

  DOI：10.1016/j.tetlet.2008.01.063

  日期：2008.3

  The three component reaction of ethyl acetamidocyanoacetate with dialkyl acetylenedicarboxylates and triphenylphosphine leads to phosphorus ylides in good yields. These ylides undergo a 1,2-proton shift, loss of triphenylphosphine, and subsequent intramolecular amidation leads to the formation of N-acetyl alpha,beta-unsaturated gamma-lactams. (c) 2008 Elsevier Ltd. All rights reserved.