(E)-1-(4,6-O-butylidene-β-D-glucopyranosyl)-4-(3-bromophenyl)but-3-en-2-one | 1423386-62-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-1-(4,6-O-butylidene-β-D-glucopyranosyl)-4-(3-bromophenyl)but-3-en-2-one
• CAS: 1423386-62-2
• 化学式: C₂₀H₂₅BrO₆
• 分子量: 441.319
• InChiKey: VYOXYPGJVQCHBM-JVTZKYCJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 、 (E)-1-(4,6-O-butylidene-β-D-glucopyranosyl)-4-(3-bromophenyl)but-3-en-2-one 在 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 1.5h， 以67%的产率得到5-(3-bromophenyl)-7-(4,6-O-butylidene-β-D-glucopyranosyl-1-methyl)-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)dione
  参考文献：
  名称：

  A concise pathway to synthesize a novel class of pyrido(2,3-d)pyrimidine-C-β-d-glycosides

  摘要：

  A concise pathway to synthesize a novel class of nine different pyrido(2,3-d)pyrimidine-C-beta-D-glycosides is reported. Formation of Michael adduct as an intermediate followed by heterocyclization are the key steps and the products were characterized by different spectral studies. beta-Anomeric forms of C-glycosides were assigned from H-1 NMR spectroscopy. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.11.013
• 作为产物：
  描述：

  间溴苯甲醛 、 (4,6-O-butylidene-β-D-glucopyranosyl)propan-2-one 在 四氢吡咯 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到(E)-1-(4,6-O-butylidene-β-D-glucopyranosyl)-4-(3-bromophenyl)but-3-en-2-one
  参考文献：
  名称：

  A concise pathway to synthesize a novel class of pyrido(2,3-d)pyrimidine-C-β-d-glycosides

  摘要：

  A concise pathway to synthesize a novel class of nine different pyrido(2,3-d)pyrimidine-C-beta-D-glycosides is reported. Formation of Michael adduct as an intermediate followed by heterocyclization are the key steps and the products were characterized by different spectral studies. beta-Anomeric forms of C-glycosides were assigned from H-1 NMR spectroscopy. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.11.013