(1S,6R,7S)-4-(4-Cyano-naphthalen-1-yl)-3,5-dioxo-2,4,8-triaza-tricyclo[5.2.1.02,6]decane-8-carboxylic acid tert-butyl ester | 385807-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (1S,6R,7S)-4-(4-Cyano-naphthalen-1-yl)-3,5-dioxo-2,4,8-triaza-tricyclo[5.2.1.02,6]decane-8-carboxylic acid tert-butyl ester
• CAS: 385807-54-5
• 化学式: C₂₃H₂₂N₄O₄
• 分子量: 418.452
• InChiKey: VBDJQOYBPGOQRY-ZOCIIQOWSA-N

物化性质

• 沸点：
  605.9±65.0 °C(predicted)
• 密度：
  1.43±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  31.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  93.95
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,6R,7S)-4-(4-Cyano-naphthalen-1-yl)-3,5-dioxo-2,4,8-triaza-tricyclo[5.2.1.02,6]decane-8-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到4-((1S,6R,7S)-3,5-Dioxo-2,4,8-triaza-tricyclo[5.2.1.02,6]dec-4-yl)-naphthalene-1-carbonitrile
  参考文献：
  名称：

  The synthesis and evaluation of [2.2.1]-bicycloazahydantoins as androgen receptor antagonists

  摘要：

  A novel series of [2.2.1]-azahydantoins has been designed and synthesized in an enantiospecific manner. The ability of these compounds to act as antagonists to the androgen receptor was investigated and several were found to have potent activity in vitro. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.09.049
• 作为产物：
  描述：

  (2S-trans)-2-[cyano[(phenylmethyl)amino]methyl]-4-[[(4-methylphenyl)-sulfonyl]oxy]-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 (1S,6R,7S)-4-(4-Cyano-naphthalen-1-yl)-3,5-dioxo-2,4,8-triaza-tricyclo[5.2.1.02,6]decane-8-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  The synthesis and evaluation of [2.2.1]-bicycloazahydantoins as androgen receptor antagonists

  摘要：

  A novel series of [2.2.1]-azahydantoins has been designed and synthesized in an enantiospecific manner. The ability of these compounds to act as antagonists to the androgen receptor was investigated and several were found to have potent activity in vitro. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.09.049