15-methoxy-16a-methyl-16,16a-dihydro-[1,3]dioxolo[4'',5'':4',5']benzo[1',2':5,6][1,2,3]triazolo[5',1':3,4][1,4]diazepino[7,1-b]quinazolin-11(9H)-one | 1384487-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 嘧啶二氮卓类
• 英文名称: 15-methoxy-16a-methyl-16,16a-dihydro-[1,3]dioxolo[4'',5'':4',5']benzo[1',2':5,6][1,2,3]triazolo[5',1':3,4][1,4]diazepino[7,1-b]quinazolin-11(9H)-one
• 英文别名: 23-Methoxy-1-methyl-5,7-dioxa-11,12,13,17,25-pentazahexacyclo[15.8.0.02,10.04,8.011,15.019,24]pentacosa-2,4(8),9,12,14,19(24),20,22-octaen-18-one；23-methoxy-1-methyl-5,7-dioxa-11,12,13,17,25-pentazahexacyclo[15.8.0.02,10.04,8.011,15.019,24]pentacosa-2,4(8),9,12,14,19(24),20,22-octaen-18-one
• CAS: 1384487-69-7
• 化学式: C₂₀H₁₇N₅O₄
• 分子量: 391.386
• InChiKey: VHPVFRYPFJSUCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氨基-3-甲氧基苯甲酸 在 碘 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 15-methoxy-16a-methyl-16,16a-dihydro-[1,3]dioxolo[4'',5'':4',5']benzo[1',2':5,6][1,2,3]triazolo[5',1':3,4][1,4]diazepino[7,1-b]quinazolin-11(9H)-one
  参考文献：
  名称：

  One-Pot, Two-Step Cascade Synthesis of Quinazolinotriazolobenzodiazepines

  摘要：

  An operationally simple, one-pot, two-step cascade method has been developed to afford quinazolino[1,2,3]triazolo[1,4]benzodiazepines. This unique, atom-economical transformation engages five reactive centers (amide, aniline, carbonyl, azide, and alkyne) and employs environmentally benign iodine as a catalyst. The method proceeds via sequential quinazolinone-forming condensation and intramolecular azide-alkyne 1,3-dipolar cycloaddition reactions. Substrate scope, multicomponent examples, and mechanistic insights are discussed.

  DOI：

  10.1021/ol301592z

文献信息

• One-Pot, Two-Step Cascade Synthesis of Quinazolinotriazolobenzodiazepines
  作者：Kathryn G. Guggenheim、Hannah Toru、Mark J. Kurth

  DOI：10.1021/ol301592z

  日期：2012.7.20

  An operationally simple, one-pot, two-step cascade method has been developed to afford quinazolino[1,2,3]triazolo[1,4]benzodiazepines. This unique, atom-economical transformation engages five reactive centers (amide, aniline, carbonyl, azide, and alkyne) and employs environmentally benign iodine as a catalyst. The method proceeds via sequential quinazolinone-forming condensation and intramolecular azide-alkyne 1,3-dipolar cycloaddition reactions. Substrate scope, multicomponent examples, and mechanistic insights are discussed.