5-[(tert-butyl(diphenyl)silyloxy)methyl]-2,2,8-trimethyl-4H-1,3-dioxino[4,5-c]pyridine | 600740-45-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-[(tert-butyl(diphenyl)silyloxy)methyl]-2,2,8-trimethyl-4H-1,3-dioxino[4,5-c]pyridine
• CAS: 600740-45-2
• 化学式: C₂₇H₃₃NO₃Si
• 分子量: 447.649
• InChiKey: CKGULUHNTUTAOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  507.0±50.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  40.58
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-[(tert-butyl(diphenyl)silyloxy)methyl]-2,2,8-trimethyl-4H-1,3-dioxino[4,5-c]pyridine 在 吡啶 、 manganese(IV) oxide 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 89.0h， 生成 5-[(tert-butyl(diphenyl)silyloxy)methyl]-3-hydroxy-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 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以96%的产率得到5-[(tert-butyl(diphenyl)silyloxy)methyl]-2,2,8-trimethyl-4H-1,3-dioxino[4,5-c]pyridine
  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