3-(2-ethoxyethoxy)-2-methyl-5-{3-[1-(p-toluenesulfonyl)imidazol-4-yl]propanoyloxy}methylpyridine-4-carbaldehyde dimethyl acetal | 600740-52-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-ethoxyethoxy)-2-methyl-5-{3-[1-(p-toluenesulfonyl)imidazol-4-yl]propanoyloxy}methylpyridine-4-carbaldehyde dimethyl acetal
• CAS: 600740-52-1
• 化学式: C₂₇H₃₅N₃O₈S
• 分子量: 561.656
• InChiKey: YVNPHSFSDVMPPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  695.6±65.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  39.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  128.07
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  3-(2-ethoxyethoxy)-2-methyl-5-{3-[1-(p-toluenesulfonyl)imidazol-4-yl]propanoyloxy}methylpyridine-4-carbaldehyde dimethyl acetal 在 吡啶 、 乙酸酐 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以60%的产率得到3-(2-ethoxyethoxy)-2-methyl-5-{3-[imidazol-4-yl]propanoyloxy}methylpyridine-4-carbaldehyde dimethyl acetal
  参考文献：
  名称：

  Artificial model for cystathionine β-synthase: efficient β-replacement reaction with thiols employing a novel pyridoxal model compound having an imidazole function

  摘要：

  As a second-generation pyridoxal model compound for cystathionine beta-synthase, we designed a novel model compound having an ionophore function and an imidazole function, application of which to the beta-replacement reaction with various thiols smoothly took place to give S-substituted cysteines. Peptides having a serine-O-carbonate residue at the N-terminal position were also converted to the corresponding peptides having an S-substituted cysteine residue under the catalytic conditions of the novel pyridoxal model compound. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00666-5
• 作为产物：
  描述：

  2,2,8-三甲基-4H-1,3-二恶英并[4,5-c]吡啶-5-甲醇 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 manganese(IV) oxide 、 四丁基氟化铵 、 sodium hydride 、 对甲苯磺酸 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 149.0h， 生成 3-(2-ethoxyethoxy)-2-methyl-5-{3-[1-(p-toluenesulfonyl)imidazol-4-yl]propanoyloxy}methylpyridine-4-carbaldehyde dimethyl acetal
  参考文献：
  名称：

  Artificial model for cystathionine β-synthase: efficient β-replacement reaction with thiols employing a novel pyridoxal model compound having an imidazole function

  摘要：

  As a second-generation pyridoxal model compound for cystathionine beta-synthase, we designed a novel model compound having an ionophore function and an imidazole function, application of which to the beta-replacement reaction with various thiols smoothly took place to give S-substituted cysteines. Peptides having a serine-O-carbonate residue at the N-terminal position were also converted to the corresponding peptides having an S-substituted cysteine residue under the catalytic conditions of the novel pyridoxal model compound. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00666-5