[1,4]Diazepane-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester | 850786-99-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [1,4]Diazepane-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester
• 英文别名: 1-tert-Butyl 3-ethyl 1,4-diazepane-1,3-dicarboxylate；1-O-tert-butyl 3-O-ethyl 1,4-diazepane-1,3-dicarboxylate
• CAS: 850786-99-1
• 化学式: C₁₃H₂₄N₂O₄
• 分子量: 272.345
• InChiKey: DUSZWLYPHNEPCC-UHFFFAOYSA-N

物化性质

• 沸点：
  354.2±42.0 °C(Predicted)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [1,4]Diazepane-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester 在 吡啶 、 盐酸 、 sodium hydroxide 作用下， 生成 4-Acetyl-1-(4-but-2-ynyloxy-benzenesulfonyl)-[1,4]diazepane-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and SAR of diazepine and thiazepine TACE and MMP inhibitors

  摘要：

  Potent and selective TACE and MMP inhibitors utilizing the diazepine and thiazepine ring systems were synthesized and evaluated for biological activity in in vitro and in vivo models of TNF-α release. Oral activity in the mouse LPS model of TNF-α release was seen. Efficacy in the mouse collagen induced arthritis model was achieved with diazepine 20. © 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.053
• 作为产物：
  描述：

  2,3-二溴丙酸乙酯 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 三乙胺 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 生成 [1,4]Diazepane-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester
  参考文献：
  名称：

  Synthesis and SAR of diazepine and thiazepine TACE and MMP inhibitors

  摘要：

  Potent and selective TACE and MMP inhibitors utilizing the diazepine and thiazepine ring systems were synthesized and evaluated for biological activity in in vitro and in vivo models of TNF-α release. Oral activity in the mouse LPS model of TNF-α release was seen. Efficacy in the mouse collagen induced arthritis model was achieved with diazepine 20. © 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.053

文献信息

• An integrated console for capsule-based, automated organic synthesis
  作者：Tuo Jiang、Samuele Bordi、Angus E. McMillan、Kuang-Yen Chen、Fumito Saito、Paula L. Nichols、Benedikt M. Wanner、Jeffrey W. Bode

  DOI：10.1039/d1sc01048d

  日期：——

  practices of organic synthesis are labor intensive, impose safety and environmental hazards, and hamper the implementation of artificial intelligence guided drug discovery. Using a combination of reagent design, hardware engineering, and a simple operating system we provide an instrument capable of executing complex organic reactions with prepacked capsules. The machine conducts coupling reactions and delivers

  当前有机合成的实验室实践是劳动密集型的，会带来安全和环境危害，并阻碍了人工智能引导的药物发现的实施。通过结合试剂设计，硬件工程和简单的操作系统，我们提供了一种能够通过预装胶囊执行复杂有机反应的仪器。该机器进行偶联反应，并以最少的用户参与交付纯化的产品。实施了两个理想的反应类别-饱和N杂环的合成和还原胺化-以及多步序列，以完全自动化的方式提供类药物有机分子。我们设想该系统将作为开发人员的控制台，以提供集成的综合方法，
• SnAP reagents for the one-step synthesis of medium-ring saturated N-heterocycles from aldehydes
  作者：Cam-Van T. Vo、Michael U. Luescher、Jeffrey W. Bode

  DOI：10.1038/nchem.1878

  日期：2014.4

  Interest in saturated N-heterocycles as scaffolds for the synthesis of bioactive molecules is increasing. Reliable and predictable synthetic methods for the preparation of these compounds, especially medium-sized rings, are limited. We describe the development of SnAP (Sn amino protocol) reagents for the transformation of aldehydes into seven-, eight- and nine-membered saturated N-heterocycles. This

  对饱和 N-杂环作为合成生物活性分子的支架的兴趣正在增加。用于制备这些化合物（尤其是中等大小的环）的可靠且可预测的合成方法是有限的。我们描述了用于将醛转化为七、八和九元饱和 N-杂环的 SnAP（Sn 氨基协议）试剂的开发。该过程在温和的室温条件下进行，并提供出色的底物范围和官能团耐受性。空气和水分稳定的 SnAP 试剂是通过简单的反应序列从廉价的起始材料以多克规模制备的。这些新的试剂和工艺允许广泛使用的芳基、杂芳基和脂肪族醛转化为多种 N-杂环，包括二氮杂、恶氮杂、重氮烷、
• Stannylamine Protocol (SnAP) Reagents for the Synthesis of C–Substituted Morpholines from Aldehydes
  作者：Michael Luescher

  DOI：10.15227/orgsyn.095.0357

  日期：——