(S)-2-(4-methoxybenzyl)-4-(4-nitrobenzyl)-5-isobutyl-1,2,4-triazine-3,6-dione | 1372807-97-0

• 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: (S)-2-(4-methoxybenzyl)-4-(4-nitrobenzyl)-5-isobutyl-1,2,4-triazine-3,6-dione
• CAS: 1372807-97-0
• 化学式: C₂₂H₂₆N₄O₅
• 分子量: 426.472
• InChiKey: APZOMXPOYXFEKN-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  105.02
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-t-butoxycarbonyl-N'-4-methoxybenzaldehyde hydrazone 在 光气 、 三光气 、 sodium cyanoborohydride 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.17h， 生成 (S)-2-(4-methoxybenzyl)-4-(4-nitrobenzyl)-5-isobutyl-1,2,4-triazine-3,6-dione
  参考文献：
  名称：

  Combinatorial Aid for Underprivileged Scaffolds: Solution and Solid-phase Strategies for a Rapid and Efficient Access To Novel Aza-diketopiperazines (Aza-DKP)

  摘要：

  An efficient solution-phase synthesis of aza-diketopiperazines (aza-DKP, triazinediones) is reported. A structurally diverse collection of c-[aza-alkylGly-Pro] derivatives and yet unreported 2,4,5-trisubstituted-1,2,4-triazine-3,6-diones has been synthesized starting from Fmoc-L-Pro-OH and various Fmoc-L-amino acids. To extend the practical value of this class of dipeptidomimetics, a general solid-phase synthesis approach amenable to library production was developed on both Wang-PS and HMBA-PS resins. The final acidic treatment of the resins in TFA/water mixture at room temperature enabled the rapid and quantitative cyclization/release highly pure triazinediones. The conformational preferences and the spatial organization of the three substituents of a representative 2,4,5-trisubstituted-1,2,4-triazine-3,6-dione were investigated by X-ray diffraction and H-1 NMR spectroscopy.

  DOI：

  10.1021/co300015k