(S)-tert-butyl 1-(4-methoxybenzyl)-3-benzyl-2,3-dihydro-2,5-dioxo-1H-thieno[3,2-e][1,4]diazepine-4(5H)-carboxylate | 1161932-65-5

• 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: (S)-tert-butyl 1-(4-methoxybenzyl)-3-benzyl-2,3-dihydro-2,5-dioxo-1H-thieno[3,2-e][1,4]diazepine-4(5H)-carboxylate
• 英文别名: tert-butyl (3S)-3-benzyl-1-[(4-methoxyphenyl)methyl]-2,5-dioxo-3H-thieno[3,2-e][1,4]diazepine-4-carboxylate
• CAS: 1161932-65-5
• 化学式: C₂₇H₂₈N₂O₅S
• 分子量: 492.596
• InChiKey: XIYBZXUDDYOGLP-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 1-(4-methoxybenzyl)-3-benzyl-2,3-dihydro-2,5-dioxo-1H-thieno[3,2-e][1,4]diazepine-4(5H)-carboxylate 、 4-氯苯基溴化镁 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 tert-butyl N-[(2S)-1-[[2-(4-chlorobenzoyl)thiophen-3-yl]-[(4-methoxyphenyl)methyl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate
  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：

  (S)-1-(4-methoxybenzyl)-3-benzyl-3,4-dihydro-1H-thieno[3,2-e][1,4]diazepine-2,5-dione 、 二碳酸二叔丁酯 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 0.08h， 以48%的产率得到(S)-tert-butyl 1-(4-methoxybenzyl)-3-benzyl-2,3-dihydro-2,5-dioxo-1H-thieno[3,2-e][1,4]diazepine-4(5H)-carboxylate
  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.