(R)-2-benzyl-2,3-dihydroquinazolin-4(1H)-one | 1086673-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (R)-2-benzyl-2,3-dihydroquinazolin-4(1H)-one
• CAS: 1086673-01-9
• 化学式: C₁₅H₁₄N₂O
• 分子量: 238.289
• InChiKey: JJXYEIUSFJUPSV-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  41.13
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  苯乙醛 、 2-氨基苯甲酰胺 在 C₇₂H₆₁O₄P 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以80%的产率得到(R)-2-benzyl-2,3-dihydroquinazolin-4(1H)-one
  参考文献：
  名称：

  Direct Catalytic Asymmetric Synthesis of Cyclic Aminals from Aldehydes

  摘要：

  A highly enantioselective Bronsted acid catalyzed direct synthesis of cyclic aminals from aldehydes has been developed. The methodology has been applied to the first asymmetric synthesis of several anti hypertensive aminal drugs including (R)-Thiabutazide.

  DOI：

  10.1021/ja8071034

文献信息

• Investigation of the Enantioselective Synthesis of 2,3-Dihydroquinazolinones Using Sc(III)-inda-pybox
  作者：Venkitasamy Kesavan、Muthuraj Prakash、Samydurai Jayakumar

  DOI：10.1055/s-0033-1339288

  日期：——

  Derivatives of 2,3-dihydroquinazolinones (2,3-DHQZs) are prized for their prevalent pharmaceutical applications. Although there are potential applications, methods available for the enantioselective synthesis of these valuable compounds are scarce, since the chiral aminal center is prone to racemization. We have overcome the difficulties in the catalytic enantioselective synthesis of 2,3-DHQZs using Sc(III)-inda-pybox as a catalyst, in a process with a broad substrate scope.