(1R*,4aS*,4bS*,6S*)-4a,4b-trans-1,6-diethyl-9-(1-methylethyl)-4,5,8a,9a-tetraazafluorene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (1R*,4aS*,4bS*,6S*)-4a,4b-trans-1,6-diethyl-9-(1-methylethyl)-4,5,8a,9a-tetraazafluorene
• 英文别名: (1S,2S,4S,8R,10R)-4,10-diethyl-8-propan-2-yl-3,7,9,13-tetrazatricyclo[7.4.0.02,7]tridecane
• 化学式: C₁₆H₃₂N₄
• 分子量: 280.457
• InChiKey: BFFQFNXVXITVMK-XFIYOXNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  30.54
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,3-二氨基戊烷 以 甲醇 、 水 为溶剂， 反应 4.5h， 生成 (1R*,4aS*,4bS*,6S*)-4a,4b-trans-1,6-diethyl-9-(1-methylethyl)-4,5,8a,9a-tetraazafluorene
  参考文献：
  名称：

  Chemoselectivity and stereoselectivity in the condensation reactions of 4,4′-diethyl-2,2′-perhydrobipyrimidine

  摘要：

  Rac 1,3-pentanediamine reacts with glyoxal to give a 1:1 mixture of diastereomers from which can be isolated (2R*,2'S*,4S*,4'R*)-4,4'-diethylperhydro-2,2'-bipyrimidine. Subsequent treatment with HCHO, MeCHO, EtCHO, and i-PrCHO gives cis and to a lesser extent trans fused 1:1 condensation products, which are 4a,4b-cis-3,6-diethylperhydro-4,5,8a,9a-tetraazafluorene and 4a,4b-trans-1,6-diethylperhydro-4,5,8a,9a-tetraazafluorene derivatives, or tetracyclic cis fused 1:2 condensation products, 8b,8c-cis-3,5-diethylperhydro-3a,4a,7a,8a-tetraazacyclopentano[def]- fluorenes, respectively, depending on conditions. 2-Phenylacetaldehyde reacts to give cis and trans 2-benzyl-4-ethylhexahydropyrimidine. The effects of aldehyde and solvent upon the outcome are discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00961-2

文献信息

• Chemoselectivity and stereoselectivity in the condensation reactions of 4,4′-diethyl-2,2′-perhydrobipyrimidine
  作者：Roger W. Read、Xue-qin Shi

  DOI：10.1016/s0040-4020(98)00961-2

  日期：1998.12

  Rac 1,3-pentanediamine reacts with glyoxal to give a 1:1 mixture of diastereomers from which can be isolated (2R*,2'S*,4S*,4'R*)-4,4'-diethylperhydro-2,2'-bipyrimidine. Subsequent treatment with HCHO, MeCHO, EtCHO, and i-PrCHO gives cis and to a lesser extent trans fused 1:1 condensation products, which are 4a,4b-cis-3,6-diethylperhydro-4,5,8a,9a-tetraazafluorene and 4a,4b-trans-1,6-diethylperhydro-4,5,8a,9a-tetraazafluorene derivatives, or tetracyclic cis fused 1:2 condensation products, 8b,8c-cis-3,5-diethylperhydro-3a,4a,7a,8a-tetraazacyclopentano[def]- fluorenes, respectively, depending on conditions. 2-Phenylacetaldehyde reacts to give cis and trans 2-benzyl-4-ethylhexahydropyrimidine. The effects of aldehyde and solvent upon the outcome are discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.