(S)-3-benzyl-1,4-bis-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine | 932725-46-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-3-benzyl-1,4-bis-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine
• 英文别名: (3S)-3-benzyl-1,4-bis-(4-methylphenyl)sulfonyl-3,5-dihydro-2H-1,4-benzodiazepine
• CAS: 932725-46-7
• 化学式: C₃₀H₃₀N₂O₄S₂
• 分子量: 546.711
• InChiKey: WPIALSPPMUZOJC-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  91.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-[(2S)-1-[2-(hydroxymethyl)-N-(4-methylphenyl)sulfonylanilino]-3-phenylpropan-2-yl]-4-methylbenzenesulfonamide 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以67%的产率得到(S)-3-benzyl-1,4-bis-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine
  参考文献：
  名称：

  Amino acid based enantiomerically pure 3-substituted benzofused heterocycles: A new class of antithrombotic agents

  摘要：

  A diverse group of novel medium ring heterocycles derived from naturally abundant proteinogenic amino acids were evaluated for their potency towards antithrombotic activity. The more potent benzofused oxazepine and oxazocine scaffolds were diversified by incorporating different amino acids at the position number 3. Further the effect of ring size has also been taken into account and it was observed that the eight-membered oxazocines ane more potent compared to the corresponding oxazepines. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.126

文献信息

• Substituted 1,4-Benzoxazepines, 1,5-Benzoxazocines, and N- and S-Variants
  作者：Janjira Rujirawanich、Timothy Gallagher

  DOI：10.1021/ol9023453

  日期：2009.12.3

  4-tetrahydrobenzoxazepines, benzothiazepines, and benzodiazepines. Application of this methodology to 1,3-cyclic sulfamidates affords a parallel entry to the analogous substituted 1,5-benzoxazocines and 1,5-benzodiazocines.

  对映体纯的1,2-环氨基磺酸盐与苯酚，苯胺和苯硫酚亲核试剂的亲核裂解，然后进行Mitsunobu反应，包括使用该方法的邻喹啉甲基变体，为取代的1,4-四氢苯并x氮杂卓，苯并噻氮卓提供了入口和苯二氮卓类药物。该方法对1，3-环氨基磺酸盐的应用为类似的取代的1，5-苯并恶唑啉和1，5-苯并重氮化合物提供了平行入口。
• Amino acid based enantiomerically pure 3-substituted benzofused heterocycles: A new class of antithrombotic agents
  作者：Jitendra Kumar Mishra、Krishnananda Samanta、Manish Jain、Madhu Dikshit、Gautam Panda

  DOI：10.1016/j.bmcl.2009.10.126

  日期：2010.1

  A diverse group of novel medium ring heterocycles derived from naturally abundant proteinogenic amino acids were evaluated for their potency towards antithrombotic activity. The more potent benzofused oxazepine and oxazocine scaffolds were diversified by incorporating different amino acids at the position number 3. Further the effect of ring size has also been taken into account and it was observed that the eight-membered oxazocines ane more potent compared to the corresponding oxazepines. (c) 2009 Elsevier Ltd. All rights reserved.