di-tert-butyl 3-methyltetrahydropyridazine-1,2-dicarboxylate | 1161001-00-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: di-tert-butyl 3-methyltetrahydropyridazine-1,2-dicarboxylate
• 英文别名: di-tert-butyl 3-methylhexahydropyridazine-1,2-dicarboxylate；Ditert-butyl 3-methyldiazinane-1,2-dicarboxylate；ditert-butyl 3-methyldiazinane-1,2-dicarboxylate
• CAS: 1161001-00-8
• 化学式: C₁₅H₂₈N₂O₄
• 分子量: 300.398
• InChiKey: BSEOWPBMNDGTLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 3-methyltetrahydropyridazine-1,2-dicarboxylate 在 sodium periodate 、 (x)H₂O*O₂Ru 作用下， 以 水 、 乙酸乙酯 为溶剂， 以98%的产率得到di-tert-butyl 3-methyl-6-oxohexahydropyridazine-1,2-dicarboxylate
  参考文献：
  名称：

  Ruthenium Tetroxide Oxidation of N,N’-DiBoc-Hexahydropyridazines

  摘要：

  The ruthenium tetroxide (RuO4) oxidation of the 3-substituted N,N'-diBochexahydropyridazines gave the 6-oxohexahydropyridazines in good to high yields, whereas the oxidation of the unsubstituted ones also gave the 3,6-dioxo derivatives. The 3,6-cis-disubstituted pyridazines were essentially oxidized to give the 3-hydroxypyridazines; no oxidation of the trans-derivative occurred.

  DOI：

  10.3987/com-08-s(d)31
• 作为产物：
  描述：

  di-tert-butyl 3-methyl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、506.66 kPa 条件下， 以100%的产率得到di-tert-butyl 3-methyltetrahydropyridazine-1,2-dicarboxylate
  参考文献：
  名称：

  Ruthenium Tetroxide Oxidation of N,N’-DiBoc-Hexahydropyridazines

  摘要：

  The ruthenium tetroxide (RuO4) oxidation of the 3-substituted N,N'-diBochexahydropyridazines gave the 6-oxohexahydropyridazines in good to high yields, whereas the oxidation of the unsubstituted ones also gave the 3,6-dioxo derivatives. The 3,6-cis-disubstituted pyridazines were essentially oxidized to give the 3-hydroxypyridazines; no oxidation of the trans-derivative occurred.

  DOI：

  10.3987/com-08-s(d)31

文献信息

• δ-Selective Functionalization of Alkanols Enabled by Visible-Light-Induced Ligand-to-Metal Charge Transfer
  作者：Anhua Hu、Jing-Jing Guo、Hui Pan、Haoming Tang、Zhaobo Gao、Zhiwei Zuo

  DOI：10.1021/jacs.7b13131

  日期：2018.2.7

  We demonstrate the application of ligand-to-metal charge transfer (LMCT) excitation to the direct catalytic generation of energetically challenging alkoxy radicals from alcohols through a coordination-LMCT-homolysis process with an abundant and inexpensive cerium salt as the catalyst. This catalytic manifold provides a simple and efficient way to utilize the characteristic reactivity and selectivity

  我们展示了配体到金属电荷转移 (LMCT) 激发的应用，通过配位-LMCT-均裂过程，以丰富且廉价的铈盐作为催化剂，从醇中直接催化生成具有挑战性的烷氧基自由基。这种催化歧管提供了一种简单有效的方法来利用瞬态烷氧基自由基的特征反应性和选择性进行 δ 选择性 CH 键官能化。在不需要预官能化的温和氧化还原中性条件下，该方法提供了一个通用平台，可以从简单而丰富的醇中获取分子复杂性。
• Ruthenium Tetroxide Oxidation of N,N’-DiBoc-Hexahydropyridazines
  作者：Haruki Sashida、Shigeyuki Yoshifuji、Mamoru Kaname

  DOI：10.3987/com-08-s(d)31

  日期：——

  The ruthenium tetroxide (RuO4) oxidation of the 3-substituted N,N'-diBochexahydropyridazines gave the 6-oxohexahydropyridazines in good to high yields, whereas the oxidation of the unsubstituted ones also gave the 3,6-dioxo derivatives. The 3,6-cis-disubstituted pyridazines were essentially oxidized to give the 3-hydroxypyridazines; no oxidation of the trans-derivative occurred.