5-[(tert-butyl(diphenyl)silyloxy)methyl]-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal | 600740-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-[(tert-butyl(diphenyl)silyloxy)methyl]-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal
• CAS: 600740-49-6
• 化学式: C₃₀H₄₁NO₅Si
• 分子量: 523.745
• InChiKey: CQYJNWDRSGXFIL-UHFFFAOYSA-N

物化性质

• 沸点：
  566.5±50.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  37.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  59.04
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-[(tert-butyl(diphenyl)silyloxy)methyl]-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以91%的产率得到3-(2-ethoxyethoxy)-5-hydroxymethyl-2-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 、 manganese(IV) oxide 、 sodium hydride 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 104.0h， 生成 5-[(tert-butyl(diphenyl)silyloxy)methyl]-3-(2-ethoxyethoxy)-2-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