1-(4-methoxybenzyl)-5-phenyl-1H-thieno[3,2-e][1,4]diazepin-2(3H)-one | 1161932-68-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烯杂卓类
• 英文名称: 1-(4-methoxybenzyl)-5-phenyl-1H-thieno[3,2-e][1,4]diazepin-2(3H)-one
• 英文别名: 1-[(4-methoxyphenyl)methyl]-5-phenyl-3H-thieno[3,2-e][1,4]diazepin-2-one
• CAS: 1161932-68-8
• 化学式: C₂₁H₁₈N₂O₂S
• 分子量: 362.452
• InChiKey: FLOOLYULFHPUTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  70.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-methoxybenzyl)-5-phenyl-1H-thieno[3,2-e][1,4]diazepin-2(3H)-one 在 ammonium cerium (IV) nitrate 、 水 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以54%的产率得到1,3-Dihydro-5-phenyl-2H-thieno<3,2-e>-1,4-diazepin-2-on
  参考文献：
  名称：

  From Thienodiazepinediones to Thienopyridinones: Flexible Synthesis of Substituted Thieno[3,2-e][1,4]diazepinones and 6-Aminothieno[3,2-b]pyridinones

  摘要：

  N-Substituted thienodiazepinedione opening with a series of organomagnesium bromides allowed the subsequent cyclization to the seven-membered ring thieno[3,2-e][1,4]diazepinone in 52-99% yields or to the six-membered ring thieno[3,2-b]pyridinones in 45-55% yields. Effective syntheses introducing considerable diversity onto these valuable scaffolds are described.

  DOI：

  10.1021/jo900627a
• 作为产物：
  描述：

  tert-butyl N-[2-[(2-benzoylthiophen-3-yl)-[(4-methoxyphenyl)methyl]amino]-2-oxoethyl]carbamate 在 三氟乙酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 1-(4-methoxybenzyl)-5-phenyl-1H-thieno[3,2-e][1,4]diazepin-2(3H)-one
  参考文献：
  名称：

  From Thienodiazepinediones to Thienopyridinones: Flexible Synthesis of Substituted Thieno[3,2-e][1,4]diazepinones and 6-Aminothieno[3,2-b]pyridinones

  摘要：

  N-Substituted thienodiazepinedione opening with a series of organomagnesium bromides allowed the subsequent cyclization to the seven-membered ring thieno[3,2-e][1,4]diazepinone in 52-99% yields or to the six-membered ring thieno[3,2-b]pyridinones in 45-55% yields. Effective syntheses introducing considerable diversity onto these valuable scaffolds are described.

  DOI：

  10.1021/jo900627a

文献信息

• From Thienodiazepinediones to Thienopyridinones: Flexible Synthesis of Substituted Thieno[3,2-<i>e</i>][1,4]diazepinones and 6-Aminothieno[3,2-<i>b</i>]pyridinones
  作者：Yann Brouillette、Jean Martinez、Vincent Lisowski

  DOI：10.1021/jo900627a

  日期：2009.7.17

  N-Substituted thienodiazepinedione opening with a series of organomagnesium bromides allowed the subsequent cyclization to the seven-membered ring thieno[3,2-e][1,4]diazepinone in 52-99% yields or to the six-membered ring thieno[3,2-b]pyridinones in 45-55% yields. Effective syntheses introducing considerable diversity onto these valuable scaffolds are described.