bis(ethoxycarbonylmethyl) 4-(2'-chlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate | 331001-07-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: bis(ethoxycarbonylmethyl) 4-(2'-chlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate
• 英文别名: Bis(2-ethoxy-2-oxoethyl) 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate；bis(2-ethoxy-2-oxoethyl) 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 331001-07-1
• 化学式: C₂₃H₂₆ClNO₈
• 分子量: 479.914
• InChiKey: XOHCIZSDGVMCKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  bis(ethoxycarbonylmethyl) 4-(2'-chlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate 在 Novozym 435 、 potassium carbonate 作用下， 以 phosphate buffer 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 50.0h， 生成 ethoxycarbonylmethyl methoxycarbonylmethyl 4-(2'-chlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Candida antarctica lipase-catalyzed hydrolysis of 4-substituted bis(ethoxycarbonylmethyl) 1,4-dihydropyridine-3,5-dicarboxylates as the key step in the synthesis of optically active dihydropyridines

  摘要：

  Prochiral bis(ethoxycarbonylmethyl) substituted 4-aryl-1,4-dihydropyridine-3,5-dicarboxylates were hydrolyzed enantioselectively by Candida antarctica lipase B (Novozym 435). The enantiomeric excesses varied from 68 to 93%, depending on the substituent at position 4. In some cases, the e.e. could be significantly increased by changing the solvent system. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00441-9
• 作为产物：
  描述：

  2-氯苯甲醛 、 ethoxycarbonylmethyl acetoacetate 在 ammonium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以38%的产率得到bis(ethoxycarbonylmethyl) 4-(2'-chlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Candida antarctica lipase-catalyzed hydrolysis of 4-substituted bis(ethoxycarbonylmethyl) 1,4-dihydropyridine-3,5-dicarboxylates as the key step in the synthesis of optically active dihydropyridines

  摘要：

  Prochiral bis(ethoxycarbonylmethyl) substituted 4-aryl-1,4-dihydropyridine-3,5-dicarboxylates were hydrolyzed enantioselectively by Candida antarctica lipase B (Novozym 435). The enantiomeric excesses varied from 68 to 93%, depending on the substituent at position 4. In some cases, the e.e. could be significantly increased by changing the solvent system. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00441-9

文献信息

• Candida antarctica lipase-catalyzed hydrolysis of 4-substituted bis(ethoxycarbonylmethyl) 1,4-dihydropyridine-3,5-dicarboxylates as the key step in the synthesis of optically active dihydropyridines
  作者：Arkadij Sobolev、Maurice C.R Franssen、Natalija Makarova、Gunars Duburs、Aede de Groot

  DOI：10.1016/s0957-4166(00)00441-9

  日期：2000.11

  Prochiral bis(ethoxycarbonylmethyl) substituted 4-aryl-1,4-dihydropyridine-3,5-dicarboxylates were hydrolyzed enantioselectively by Candida antarctica lipase B (Novozym 435). The enantiomeric excesses varied from 68 to 93%, depending on the substituent at position 4. In some cases, the e.e. could be significantly increased by changing the solvent system. (C) 2000 Elsevier Science Ltd. All rights reserved.