2,2-Dimethyl-N-(3-oxo-4,6,8-triaza-tricyclo[7.3.1.0^2,7]trideca-2(7),5-dien-5-yl)-propionamide | 219904-69-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 2,2-Dimethyl-N-(3-oxo-4,6,8-triaza-tricyclo[7.3.1.0^2,7]trideca-2(7),5-dien-5-yl)-propionamide
• 英文别名: 2,2-dimethyl-N-(3-oxo-4,6,8-triazatricyclo[7.3.1.02,7]trideca-2(7),4-dien-5-yl)propanamide
• CAS: 219904-69-5
• 化学式: C₁₅H₂₂N₄O₂
• 分子量: 290.365
• InChiKey: QMDOHVGYSCGZLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  82.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-N-(3-oxo-4,6,8-triaza-tricyclo[7.3.1.0^2,7]trideca-2(7),5-dien-5-yl)-propionamide 在 sodium hydroxide 作用下， 反应 48.0h， 以87%的产率得到5-Amino-4,6,8-triaza-tricyclo[7.3.1.0^2,7]trideca-2(7),5-dien-3-one
  参考文献：
  名称：

  Unexpected and facile bridgehead substitution in 5,6,7,8,9,10-hexahydro-5,9-methano-pyrimido[4,5-]azocin-4(3)-ones

  摘要：

  Condensation of 2,6-diamino-4(3 (H) under bar)-pyrimidinone with 2-cyclohexen-1-one gives a tricyclic product resulting from Michael addition followed by intramolecular hemiaminal formation. A methodology has been developed for reductive removal of the bridgehead hydroxyl group. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00512-2
• 作为产物：
  描述：

  2,2-Dimethyl-propionic acid 5-(2,2-dimethyl-propionylamino)-3-oxo-4,6,8-triaza-tricyclo[7.3.1.0^2,7]trideca-2(7),5-dien-9-yl ester 在 镍 、 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 25.0h， 生成 2,2-Dimethyl-N-(3-oxo-4,6,8-triaza-tricyclo[7.3.1.0^2,7]trideca-2(7),5-dien-5-yl)-propionamide
  参考文献：
  名称：

  Unexpected and facile bridgehead substitution in 5,6,7,8,9,10-hexahydro-5,9-methano-pyrimido[4,5-]azocin-4(3)-ones

  摘要：

  Condensation of 2,6-diamino-4(3 (H) under bar)-pyrimidinone with 2-cyclohexen-1-one gives a tricyclic product resulting from Michael addition followed by intramolecular hemiaminal formation. A methodology has been developed for reductive removal of the bridgehead hydroxyl group. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00512-2

文献信息

• Synthesis of 2,4-Diamino-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido[4,5-<i>b</i>]azocine
  作者：Edward C. Taylor、James E. Dowling、Beena Bhatia

  DOI：10.1021/jo981393b

  日期：1999.1.1

  We have initiated a program aimed at the synthesis of derivatives of 2,4-diamino-5,6,7,8,9,10-hexahydro-5, 9-methanopyrimido[4, 5-b]azocine (3) as potential selective inhibitors of Pneumocystis carinii DHFR. The present pap er describes a simple synthesis of 3 from 2,4,6-triaminopyrimidine and 2-cyclohexen-1-one as well as methodology for the introduction of a variety of substituents at bridgehead position C-9.
• Unexpected and facile bridgehead substitution in 5,6,7,8,9,10-hexahydro-5,9-methano-pyrimido[4,5-]azocin-4(3)-ones
  作者：Edward C Taylor、James E Dowling、Thomas Schrader、Beena Bhatia

  DOI：10.1016/s0040-4020(98)00512-2

  日期：1998.8

  Condensation of 2,6-diamino-4(3 (H) under bar)-pyrimidinone with 2-cyclohexen-1-one gives a tricyclic product resulting from Michael addition followed by intramolecular hemiaminal formation. A methodology has been developed for reductive removal of the bridgehead hydroxyl group. (C) 1998 Elsevier Science Ltd. All rights reserved.