methyl 5-(methoxymethyl)-3,4-dihydropyridine-1(2H)-carboxylate | 1034845-10-7

• 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: methyl 5-(methoxymethyl)-3,4-dihydropyridine-1(2H)-carboxylate
• 英文别名: methyl 5-(methoxymethyl)-3,4-dihydro-2H-pyridine-1-carboxylate
• CAS: 1034845-10-7
• 化学式: C₉H₁₅NO₃
• 分子量: 185.223
• InChiKey: SDTNJEXWVHIEQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-环己烯氧基三甲基硅烷 、 methyl 5-(methoxymethyl)-3,4-dihydropyridine-1(2H)-carboxylate 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以83%的产率得到methyl 5-((2-oxocyclohexyl)methyl)-3,4-dihydropyridine-1(2H)-carboxylate
  参考文献：
  名称：

  Synthesis and Reactivity of β-Methoxymethyl Enecarbamates

  摘要：

  beta-Methoxymethyl enecarbamates (e.g., 1) have been prepared in a single step from alpha-methoxy carbamates. In the presence of a mild Lewis acid, compound I underwent substitution with a variety of nucleophiles including indoles, electron-rich aromatics, silyl enol ethers, and 2-trimethylsinlyloxyfuran.

  DOI：

  10.1021/jo901992z
• 作为产物：
  描述：

  甲醇 、 聚合甲醛 、 2-methoxy-piperidine-1-carboxylic acid methyl ester 在 四氢吡咯 、 丙酸 作用下， 以 水 为溶剂， 反应 1.0h， 以59%的产率得到methyl 5-(methoxymethyl)-3,4-dihydropyridine-1(2H)-carboxylate
  参考文献：
  名称：

  Synthesis and Reactivity of β-Methoxymethyl Enecarbamates

  摘要：

  beta-Methoxymethyl enecarbamates (e.g., 1) have been prepared in a single step from alpha-methoxy carbamates. In the presence of a mild Lewis acid, compound I underwent substitution with a variety of nucleophiles including indoles, electron-rich aromatics, silyl enol ethers, and 2-trimethylsinlyloxyfuran.

  DOI：

  10.1021/jo901992z

文献信息

• Novel Use of <i>N</i>-Carboalkoxy α,β-Unsaturated Iminium Ions as Dienophiles in Diels-Alder Reactions
  作者：Margaret Brimble、Patrick O’Connor、Karsten Körber

  DOI：10.1055/s-2008-1072658

  日期：——

  Tricyclic spiro- N, O-acetals have been assembled in a single step by cycloaddition of hydroxymethyl-substituted dienes to iminium ion activated dienophiles that were generated by acidolysis of α,β-unsaturated- N-carboalkoxy- N, O-acetals or β-methoxymethyl- N-carboalkoxy-enamines. The cycloaddition was conducted using Sc(OTf) 3 as a mild Lewis acid affording the ENDO adducts in moderate yields.

  三环螺-N，O-缩醛通过将羟甲基取代的二烯环加成到亚胺离子活化的亲二烯体，由α，β-不饱和-N-碳烷氧基-N，O-缩醛或β的酸解产生-甲氧基甲基-N-碳烷氧基-烯胺。使用Sc(OTf) 3 作为温和的路易斯酸进行环加成，以中等产率提供ENDO加合物。
• Synthesis and Reactivity of β-Methoxymethyl Enecarbamates
  作者：Patrick D. O’Connor、Michael G. Marino、Stéphanie M. Guéret、Margaret A. Brimble

  DOI：10.1021/jo901992z

  日期：2009.11.20

  beta-Methoxymethyl enecarbamates (e.g., 1) have been prepared in a single step from alpha-methoxy carbamates. In the presence of a mild Lewis acid, compound I underwent substitution with a variety of nucleophiles including indoles, electron-rich aromatics, silyl enol ethers, and 2-trimethylsinlyloxyfuran.