4-(N-Boc-N-benzylaminobenzyl)-3-(N,N-dimethylamino)-4-methoxy-2-phenyl-2-cyclobuten-1-one

• 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: 4-(N-Boc-N-benzylaminobenzyl)-3-(N,N-dimethylamino)-4-methoxy-2-phenyl-2-cyclobuten-1-one
• 英文别名: tert-butyl N-benzyl-N-[[2-(dimethylamino)-1-methoxy-4-oxo-3-phenylcyclobut-2-en-1-yl]-phenylmethyl]carbamate
• 化学式: C₃₂H₃₆N₂O₄
• 分子量: 512.649
• InChiKey: VUGZHDOAGJENQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(N-Boc-N-benzylaminobenzyl)-3-(N,N-dimethylamino)-4-methoxy-2-phenyl-2-cyclobuten-1-one 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Cyclobutenedione-Based Method for the Synthesis of Substituted 2-Pyridinones and Dihydro-2-pyridinones

  摘要：

  1,2-Addition of N-Boc-protected alpha-amino carbanions to cyclobutenediones followed by methylation of the resulting alkoxides generated 4-(1-N-Boc-aminoalkyl)-4-methoxy-3-cyclobutenones. Removal of the Boc protecting group and thermal ring expansion gave dihydro-2-pyridinones in good yields. Treatment of the dihydro-2-pyridinones with NBS/pyridine led to the formation of the corresponding 2-pyridinones. This methodology proved general with regard to both the cyclobutenediones and alpha-amino carbanions.

  DOI：

  10.1021/jo990069t
• 作为产物：
  描述：

  3-N,N-dimethylamino-4-phenyl-3-cyclobutene-1,2-dione 、 三氟甲烷磺酸甲酯 、 dibenzyl-carbamic acid tert-butyl ester 生成 4-(N-Boc-N-benzylaminobenzyl)-3-(N,N-dimethylamino)-4-methoxy-2-phenyl-2-cyclobuten-1-one
  参考文献：
  名称：

  Cyclobutenedione-Based Method for the Synthesis of Substituted 2-Pyridinones and Dihydro-2-pyridinones

  摘要：

  1,2-Addition of N-Boc-protected alpha-amino carbanions to cyclobutenediones followed by methylation of the resulting alkoxides generated 4-(1-N-Boc-aminoalkyl)-4-methoxy-3-cyclobutenones. Removal of the Boc protecting group and thermal ring expansion gave dihydro-2-pyridinones in good yields. Treatment of the dihydro-2-pyridinones with NBS/pyridine led to the formation of the corresponding 2-pyridinones. This methodology proved general with regard to both the cyclobutenediones and alpha-amino carbanions.

  DOI：

  10.1021/jo990069t