N-trityl-anacine | 387877-74-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-trityl-anacine
• 英文别名: (1S,4S)-1,3,4,6-tetrahydro-3,6-dioxo-1-(2-methylpropyl)-2H-pyrazino[2,1-b]quinazoline-4-(N-trityl)propanamide；3-[(1S,4S)-1-(2-methylpropyl)-3,6-dioxo-2,4-dihydro-1H-pyrazino[2,1-b]quinazolin-4-yl]-N-tritylpropanamide
• CAS: 387877-74-9
• 化学式: C₃₇H₃₆N₄O₃
• 分子量: 584.718
• InChiKey: WKEXXDIZFQUMLE-ACHIHNKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  90.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-trityl-anacine 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以74%的产率得到anacine
  参考文献：
  名称：

  Total Solid Phase Syntheses of the Quinazoline Alkaloids:  Verrucines A and B and Anacine

  摘要：

  The first total syntheses of verrucines A and B and anacine (revised structure) were accomplished on Sasrin resin. This work confirmed the structure of verrucine A and unambiguously showed verrucine B to be a derivative of D-phenylalanine and L-glutamine, The study also proved that anacine and its epimer are quinazoline alkaloids, not benzodiazepines as originally proposed. 1-Hydroxyverrucine B, derived from air oxidization of verrucine B, was also isolated and characterized.

  DOI：

  10.1021/np010342y
• 作为产物：
  描述：

  9H-芴-9-基甲基[(2S)-1-氯-4-甲基-1-氧代-2-戊烷基]氨基甲酸酯 、 邻氨基苯甲酸 、 alkaline earth salt of/the/ methylsulfuric acid 以12.5%的产率得到N-trityl-anacine
  参考文献：
  名称：

  Total Solid Phase Syntheses of the Quinazoline Alkaloids:  Verrucines A and B and Anacine

  摘要：

  The first total syntheses of verrucines A and B and anacine (revised structure) were accomplished on Sasrin resin. This work confirmed the structure of verrucine A and unambiguously showed verrucine B to be a derivative of D-phenylalanine and L-glutamine, The study also proved that anacine and its epimer are quinazoline alkaloids, not benzodiazepines as originally proposed. 1-Hydroxyverrucine B, derived from air oxidization of verrucine B, was also isolated and characterized.

  DOI：

  10.1021/np010342y

文献信息

• Total Solid Phase Syntheses of the Quinazoline Alkaloids:  Verrucines A and B and Anacine
  作者：Haishan Wang、Mui Mui Sim

  DOI：10.1021/np010342y

  日期：2001.12.1

  The first total syntheses of verrucines A and B and anacine (revised structure) were accomplished on Sasrin resin. This work confirmed the structure of verrucine A and unambiguously showed verrucine B to be a derivative of D-phenylalanine and L-glutamine, The study also proved that anacine and its epimer are quinazoline alkaloids, not benzodiazepines as originally proposed. 1-Hydroxyverrucine B, derived from air oxidization of verrucine B, was also isolated and characterized.