6,7,8-trimethyl-N5-deazapterin-HCl

• 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: 6,7,8-trimethyl-N5-deazapterin-HCl
• 英文别名: 2-amino-6,7,8-trimethyl-3H-pyrido[2,3-d]pyrimidin-8-ium-4-one;chloride
• 化学式: C₁₀H₁₃N₄O*Cl
• 分子量: 240.692
• InChiKey: WMKABSBNZNQCRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.05
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基-1-丁烯-3-酮 、 2-氨基-6-(甲基氨基)-4-嘧啶醇 在 盐酸 作用下， 生成 6,7,8-trimethyl-N5-deazapterin-HCl
  参考文献：
  名称：

  Preparation of 8-substituted pyrido[2,3-d]pyrimidines (N5-deazapterins)

  摘要：

  We report on the syntheses of some simply substituted 8-methylpyrido[2,3-d]pyrimidines (8-methyl-N5-deazapterins). We have found that purified triformyl methane condenses with 2-amino-6-(methylamino)pyrimidin-4(3H)-one (11) to give 6-formyl-N5-deazapterin (10a) in good yield. Alpha,-beta-Unsaturated carbonyl compounds and their protected forms, e.g., beta-halo acetals, also react with 11 in a Michael reaction to give 8-methyl-N5-deazapterins in good yield. Only one of the two possible isomeric products from reaction with the alpha,beta-unsaturated carbonyl compounds was observed.

  DOI：

  10.1021/jo00057a023

文献信息

• Preparation of 8-substituted pyrido[2,3-d]pyrimidines (N5-deazapterins)
  作者：Mark J. Koen、Jill E. Gready

  DOI：10.1021/jo00057a023

  日期：1993.2

  We report on the syntheses of some simply substituted 8-methylpyrido[2,3-d]pyrimidines (8-methyl-N5-deazapterins). We have found that purified triformyl methane condenses with 2-amino-6-(methylamino)pyrimidin-4(3H)-one (11) to give 6-formyl-N5-deazapterin (10a) in good yield. Alpha,-beta-Unsaturated carbonyl compounds and their protected forms, e.g., beta-halo acetals, also react with 11 in a Michael reaction to give 8-methyl-N5-deazapterins in good yield. Only one of the two possible isomeric products from reaction with the alpha,beta-unsaturated carbonyl compounds was observed.