(S)-10-benzyl-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione | 923973-12-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (S)-10-benzyl-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione
• 英文别名: (11aS)-10-benzyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-(10H,11aH)-dione；(S)-10-benzyl-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11(10H,11aH)-dione；(6aS)-5-benzyl-6a,7,8,9-tetrahydropyrrolo[2,1-c][1,4]benzodiazepine-6,11-dione
• CAS: 923973-12-0
• 化学式: C₁₉H₁₈N₂O₂
• 分子量: 306.364
• InChiKey: MSMQFUOLWJINDH-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-10-benzyl-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 以81%的产率得到(11aS)-7-brom-10-benzyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione
  参考文献：
  名称：

  Syntheses of N10-substituted 7-Arylpyrrolo[2,1-c]-[1,4]benzodiazepine-5,11-diones

  摘要：

  Pyrrolo[2,1‐c][1,4]benzodiazepine‐5,11‐dione and its 7‐bromo derivative were alkylated at the N10 atom applying various methods. The resulting products were subjected to Suzuki–Miyaura reactions using a catalyst system consisting of Pd(Cl)2(PPh3)2 and sodium tert‐butanolate in toluene. Results of an X‐ray single crystal analysis are presented.

  DOI：

  10.1002/jhet.1775
• 作为产物：
  描述：

  邻碘苯甲酰氯 在 titanium(IV) isopropylate 、 2-噻吩甲酸 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 、 甲苯 为溶剂， 反应 20.0h， 生成 (S)-10-benzyl-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione
  参考文献：
  名称：

  One-pot sequential Ti-/Cu-catalysis for tandem amidation/Ullmann-type cyclization: synthesis of model benzodiazepine(di)ones promoted by microwave irradiation

  摘要：

  微波辐照促进的序列Ti/Cu催化在苯二氮平（二）酮模型一锅合成中的应用，展示了双催化在适用于定向多样性合成的连接-环化方法中的便捷性。

  DOI：

  10.1039/c2ob07063d

文献信息

• Assembly of N-substituted pyrrolo[2,1-c][1,4]benzodiazepine-5,11-diones via copper catalyzed aryl amination
  作者：Xu Lu、Liu Shi、Hui Zhang、Yongwen Jiang、Dawei Ma

  DOI：10.1016/j.tet.2010.04.127

  日期：2010.7

  Copper-catalyzed amination of N-heterocycle derived aryl iodides followed by intramolecular condensative cyclization afforded N-substituted pyrrolo[2,1-c][1,4]-benzodiazepine-5,11-diones with good yields. By varying primary amines and substituents at aromatic ring of aryl iodides, a wide range of these heterocycles were assembled.

  铜催化的N-杂环衍生的芳基碘化物的胺化反应，然后进行分子内的缩合环化反应，可得到具有良好收率的N-取代的吡咯并[2,1- c ] [1,4]-苯并二氮杂-5,11-二酮。通过改变芳基碘化物的芳环上的伯胺和取代基，组装了各种各样的这些杂环。
• One-pot sequential Ti-/Cu-catalysis for tandem amidation/Ullmann-type cyclization: synthesis of model benzodiazepine(di)ones promoted by microwave irradiation
  作者：Leonardo Ciofi、Andrea Trabocchi、Claudia Lalli、Gloria Menchi、Antonio Guarna

  DOI：10.1039/c2ob07063d

  日期：——

  The application of sequential Ti-/Cu-catalysis in the model one-pot synthesis of benzodiazepine(di)ones promoted by microwave irradiation demonstrates the expediency of dual catalysis in coupling-cyclization methods useful for diversity-oriented synthesis.

  微波辐照促进的序列Ti/Cu催化在苯二氮平（二）酮模型一锅合成中的应用，展示了双催化在适用于定向多样性合成的连接-环化方法中的便捷性。
• Syntheses of N10-substituted 7-Arylpyrrolo[2,1-<i>c</i>]-[1,4]benzodiazepine-5,11-diones
  作者：Anika Sabine Lindner、Egor Geist、Mimoza Gjikaj、Andreas Schmidt

  DOI：10.1002/jhet.1775

  日期：2014.3

  Pyrrolo[2,1‐c][1,4]benzodiazepine‐5,11‐dione and its 7‐bromo derivative were alkylated at the N10 atom applying various methods. The resulting products were subjected to Suzuki–Miyaura reactions using a catalyst system consisting of Pd(Cl)2(PPh3)2 and sodium tert‐butanolate in toluene. Results of an X‐ray single crystal analysis are presented.