2-pivaloylamino-4-azido-9-ethylthio-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido<4,5-b>azocine | 219904-73-1

• 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-pivaloylamino-4-azido-9-ethylthio-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido<4,5-b>azocine
• 英文别名: N-(3-azido-9-ethylsulfanyl-4,6,8-triazatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-5-yl)-2,2-dimethylpropanamide
• CAS: 219904-73-1
• 化学式: C₁₇H₂₅N₇OS
• 分子量: 375.498
• InChiKey: CQGQJAJYINVKHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-pivaloylamino-4-azido-9-ethylthio-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido<4,5-b>azocine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以90%的产率得到2-pivaloylamino-4-amino-9-ethylthio-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido<4,5-b>azocine
  参考文献：
  名称：

  Synthesis of 2,4-Diamino-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido[4,5-b]azocine

  摘要：

  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.

  DOI：

  10.1021/jo981393b
• 作为产物：
  描述：

  N-(9-Ethylsulfanyl-3-oxo-4,6,8-triaza-tricyclo[7.3.1.0^2,7]trideca-2(7),5-dien-5-yl)-2,2-dimethyl-propionamide 在 N-甲基吡咯烷酮 、 叠氮基三甲基硅烷 、 三氯氧磷 作用下， 反应 9.0h， 生成 2-pivaloylamino-4-azido-9-ethylthio-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido<4,5-b>azocine
  参考文献：
  名称：

  Synthesis of 2,4-Diamino-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido[4,5-b]azocine

  摘要：

  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.

  DOI：

  10.1021/jo981393b

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.