2-O,3-O-ditert-butyl 1-O-ethyl 1-acetamido-1-cyano-3-(triphenyl-lambda5-phosphanylidene)propane-1,2,3-tricarboxylate | 1018669-88-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-O,3-O-ditert-butyl 1-O-ethyl 1-acetamido-1-cyano-3-(triphenyl-lambda5-phosphanylidene)propane-1,2,3-tricarboxylate
• 英文别名: 2-O,3-O-ditert-butyl 1-O-ethyl 1-acetamido-1-cyano-3-(triphenyl-λ5-phosphanylidene)propane-1,2,3-tricarboxylate
• CAS: 1018669-88-9
• 化学式: C₃₇H₄₃N₂O₇P
• 分子量: 658.731
• InChiKey: XKTNSQSNVVSBNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  47
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  132
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  丁炔二酸二叔丁酯 乙炔二羧酸二叔丁酯 、 三苯基膦 、 N-乙酰基-2-氰基甘氨酸乙酯 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到2-O,3-O-ditert-butyl 1-O-ethyl 1-acetamido-1-cyano-3-(triphenyl-lambda5-phosphanylidene)propane-1,2,3-tricarboxylate
  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