5-[(tert-butyl(diphenyl)silyloxy)methyl]-3-hydroxy-2-methylpyridine-4-carbaldehyde | 600740-47-4

• 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-hydroxy-2-methylpyridine-4-carbaldehyde
• CAS: 600740-47-4
• 化学式: C₂₄H₂₇NO₃Si
• 分子量: 405.569
• InChiKey: DEFBUJYMBCEQCZ-UHFFFAOYSA-N

物化性质

• 熔点：
  77-78 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  525.4±50.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.42
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-[(tert-butyl(diphenyl)silyloxy)methyl]-3-hydroxy-2-methylpyridine-4-carbaldehyde 在 吡啶 、 4-二甲氨基吡啶 、 四丁基氟化铵 、 乙酸酐 、 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 83.0h， 生成 3-(2-ethoxyethoxy)-2-methyl-5-{[N-imidazol-4-yl]acetoxy}methylpyridine-4-carbaldehyde
  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 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 74.0h， 生成 5-[(tert-butyl(diphenyl)silyloxy)methyl]-3-hydroxy-2-methylpyridine-4-carbaldehyde
  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

文献信息

• Hyperpolarization of Nitrogen‐15 Schiff Bases by Reversible Exchange Catalysis with <i>para</i> ‐Hydrogen
  作者：Angus W. J. Logan、Thomas Theis、Johannes F. P. Colell、Warren S. Warren、Steven J. Malcolmson

  DOI：10.1002/chem.201602393

  日期：2016.7.25

  NMR with thermal polarization requires relatively concentrated samples, particularly for nuclei with low abundance and low gyromagnetic ratios, such as 15N. We expand the substrate scope of SABRE, a recently introduced hyperpolarization method, to allow access to 15N‐enriched Schiff bases. These substrates show fractional 15N polarization levels of up to 2 % while having only minimal 1H enhancements

  具有热极化的NMR需要相对集中的样品，尤其是对于低丰度和低旋磁比（例如15 N）的原子核。我们扩大了SABRE的底物范围（一种最新引入的超极化方法），可以访问15种富N的席夫碱。这些基板显示出高达2％的分数15 N极化水平，而仅具有最小的1 H增强。