1-benzhydryl-3-(methoxycarbonyl)pyridinium bromide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzhydryl-3-(methoxycarbonyl)pyridinium bromide
• 英文别名: Methyl 1-benzhydrylpyridin-1-ium-3-carboxylate;bromide
• 化学式: Br*C₂₀H₁₈NO₂
• 分子量: 384.272
• InChiKey: FJRKAWLHOAXYTA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzhydryl-3-(methoxycarbonyl)pyridinium bromide 在 copper(l) iodide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.02h， 生成 1-benzhydryl-3,5-bis(methoxycarbonyl)-4-[2-[2-(methoxycarbonyl)vinyl]phenyl]-1,4-dihydropyridine
  参考文献：
  名称：

  Synthesis of 4-functionalized aryl-3,5-diacyl-1,4-dihydropyridines

  摘要：

  The valuable N-unsubstituted 4-aryl-3,5-diacyl-1,4-dihydropyridines 12b-f, bearing an electron-withdrawing substituent at the benzene ring, have been synthesized by the copper-mediated addition of functionalized arylmagnesium reagents 2b-f to N-benzhydrylpyridinium salt 9, followed by acylation with trichloroacetic anhydride and the subsequent haloform reaction and N-deprotection. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00941-9
• 作为产物：
  描述：

  烟酸甲酯 、 二苯基溴甲烷 以 丙酮 为溶剂， 反应 264.0h， 以82%的产率得到1-benzhydryl-3-(methoxycarbonyl)pyridinium bromide
  参考文献：
  名称：

  Synthesis of 4-functionalized aryl-3,5-diacyl-1,4-dihydropyridines

  摘要：

  The valuable N-unsubstituted 4-aryl-3,5-diacyl-1,4-dihydropyridines 12b-f, bearing an electron-withdrawing substituent at the benzene ring, have been synthesized by the copper-mediated addition of functionalized arylmagnesium reagents 2b-f to N-benzhydrylpyridinium salt 9, followed by acylation with trichloroacetic anhydride and the subsequent haloform reaction and N-deprotection. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00941-9

文献信息

• A synthetic entry to 3,5-disubstituted pyridines
  作者：M.-Lluı̈sa Bennasar、Ester Zulaica、Tomàs Roca、Yolanda Alonso、Manuel Monerris

  DOI：10.1016/s0040-4039(03)01055-4

  日期：2003.6

  A straightforward entry to 3,5-disubstituted pyridines from 3-substituted pyridines, based on the acylation of N-alkyl-1,4-dihydropyridine derivatives followed by a tandem N-dealkylation–oxidation sequence is reported.

  据报道，基于N-烷基-1,4-二氢吡啶衍生物的酰化反应，然后串联N-脱烷基化-氧化顺序，可以从3-取代的吡啶直接进入3,5-二取代的吡啶。
• Synthesis of 4-functionalized aryl-3,5-diacyl-1,4-dihydropyridines
  作者：M.-Lluı̈sa Bennasar、Tomàs Roca、Manuel Monerris、Cecı́lia Juan、Joan Bosch

  DOI：10.1016/s0040-4020(02)00941-9

  日期：2002.9

  The valuable N-unsubstituted 4-aryl-3,5-diacyl-1,4-dihydropyridines 12b-f, bearing an electron-withdrawing substituent at the benzene ring, have been synthesized by the copper-mediated addition of functionalized arylmagnesium reagents 2b-f to N-benzhydrylpyridinium salt 9, followed by acylation with trichloroacetic anhydride and the subsequent haloform reaction and N-deprotection. (C) 2002 Elsevier Science Ltd. All rights reserved.