tert-butyl 4-(benzo[d][1,3]dioxole-5-carbonyl)piperazine-1-carboxylate | 1324621-87-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: tert-butyl 4-(benzo[d][1,3]dioxole-5-carbonyl)piperazine-1-carboxylate
• 英文别名: tert-butyl 4-(1,3-benzodioxole-5-carbonyl)piperazine-1-carboxylate
• CAS: 1324621-87-5
• 化学式: C₁₇H₂₂N₂O₅
• 分子量: 334.372
• InChiKey: ICVXCGMMRAEUKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(benzo[d][1,3]dioxole-5-carbonyl)piperazine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 1-(1,3-Benzodioxol-5-ylcarbonyl)piperazine
  参考文献：
  名称：

  Synthesis and biological evaluation of substituted 4-(thiophen-2-ylmethyl)-2H-phthalazin-1-ones as potent PARP-1 inhibitors

  摘要：

  We have developed a series of substituted 4-(thiophen-2-ylmethyl)-2H-phthalazin-1-ones as potent PARP-1 inhibitors. Preliminary biological evaluation indicated that most compounds possessed inhibitory potencies comparable to, or higher than AZD-2281. Among these compounds, 18q appeared to be the most notable one, which displayed an 8-fold improvement in enzymatic activity compared to AZD-2281. These efforts lay the foundation for our further investigation.

  DOI：

  10.1016/j.bmcl.2014.07.001
• 作为产物：
  描述：

  4-溴-1,2-亚甲二氧基苯 在 4-二甲氨基吡啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 N,N-二异丙基乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 甲苯 为溶剂， 反应 32.0h， 生成 tert-butyl 4-(benzo[d][1,3]dioxole-5-carbonyl)piperazine-1-carboxylate
  参考文献：
  名称：

  通过一氧化碳的原位生成钯催化的芳基（伪）卤化物的氯羰基化反应。

  摘要：

  已经开发了一种有效的钯催化的芳基（假）卤化物的氯羰基化反应，该反应可以使用多种羧酸衍生物。使用丁酰氯作为CO和Cl的混合来源，就不需要有毒的气态一氧化碳，从而促进了从容易获得的芳基（伪）卤化物合成高价值产品的需求。钯（0），黄药和胺碱的组合对于促进这种广泛适用的催化反应至关重要。总体而言，该反应可通过原位生成的芳酰氯的转化获得多种含羰基的产物。结合实验和计算研究，可以支持涉及原位生成CO的反应机理。

  DOI：

  10.1002/anie.202005891

文献信息

• [EN] THERAPEUTIC AGENTS USEFUL FOR TREATING PAIN<br/>[FR] AGENTS THERAPEUTIQUES POUR TRAITEMENT DE LA DOULEUR
  申请人：EURO CELTIQUE SA

  公开号：WO2005056524A2

  公开（公告）日：2005-06-23

  The Invention provides a compound of formula (I), (where A, X, Y, Z, R3, R4, R5, R6, m and n are disclosed herein) or a pharmaceutically acceptable salt thereof (the compound or pharmaceutically acceptable salt thereof being a 'Piperazine Compound'); pharmaceutical compositions comprising an effective amount of a Piperazine Compound; and methods for treating pain, as well as other conditions, comprising administering to an animal in need thereof an effective amount of a Piperazine Compound.
• Palladium‐Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide
  作者：Philip Boehm、Sven Roediger、Alessandro Bismuto、Bill Morandi

  DOI：10.1002/anie.202005891

  日期：2020.10.5

  efficient palladium‐catalyzed chlorocarbonylation of aryl (pseudo)halides that gives access to a wide range of carboxylic acid derivatives has been developed. The use of butyryl chloride as a combined CO and Cl source eludes the need for toxic, gaseous carbon monoxide, thus facilitating the synthesis of high‐value products from readily available aryl (pseudo)halides. The combination of palladium(0), Xantphos

  已经开发了一种有效的钯催化的芳基（假）卤化物的氯羰基化反应，该反应可以使用多种羧酸衍生物。使用丁酰氯作为CO和Cl的混合来源，就不需要有毒的气态一氧化碳，从而促进了从容易获得的芳基（伪）卤化物合成高价值产品的需求。钯（0），黄药和胺碱的组合对于促进这种广泛适用的催化反应至关重要。总体而言，该反应可通过原位生成的芳酰氯的转化获得多种含羰基的产物。结合实验和计算研究，可以支持涉及原位生成CO的反应机理。
• Synthesis and biological evaluation of substituted 4-(thiophen-2-ylmethyl)-2H-phthalazin-1-ones as potent PARP-1 inhibitors
  作者：Ling-xiao Wang、Xin-bo Zhou、Meng-liang Xiao、Ning Jiang、Feng Liu、Wen-xia Zhou、Xiao-kui Wang、Zhi-bing Zheng、Song Li

  DOI：10.1016/j.bmcl.2014.07.001

  日期：2014.8

  We have developed a series of substituted 4-(thiophen-2-ylmethyl)-2H-phthalazin-1-ones as potent PARP-1 inhibitors. Preliminary biological evaluation indicated that most compounds possessed inhibitory potencies comparable to, or higher than AZD-2281. Among these compounds, 18q appeared to be the most notable one, which displayed an 8-fold improvement in enzymatic activity compared to AZD-2281. These efforts lay the foundation for our further investigation.