6-Trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester | 370881-41-7

• 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: 6-Trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester
• 英文别名: 2-O-tert-butyl 3-O-methyl 6-(trifluoromethylsulfonyloxy)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylate
• CAS: 370881-41-7
• 化学式: C₁₇H₂₀F₃NO₇S
• 分子量: 439.41
• InChiKey: KDDMPHRWBPVFAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,4,6-三甲基苯硼酸新戊二醇酯 、 6-Trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以66%的产率得到6-(2,4,6-Trimethyl-phenyl)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester
  参考文献：
  名称：

  The scope and limitations of the Suzuki–Miyaura cross-coupling reactions of 6- and 8-substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylates

  摘要：

  6- and 8-Aryl-1,2,3,4-tetrahydroisoqinoline-3-carboxylates have been prepared by Suzuki-Miyaura cross-coupling reactions of the triflates or corresponding boronate esters. We have shown for the first time that a one-pot arylation of a triflate via the boronate ester can be achieved using an aryl chloride. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01132-7
• 作为产物：
  描述：

  三氟甲磺酸酐 、 6-hydroxy-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester 以 二氯甲烷 为溶剂， 生成 6-Trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester
  参考文献：
  名称：

  The scope and limitations of the Suzuki–Miyaura cross-coupling reactions of 6- and 8-substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylates

  摘要：

  6- and 8-Aryl-1,2,3,4-tetrahydroisoqinoline-3-carboxylates have been prepared by Suzuki-Miyaura cross-coupling reactions of the triflates or corresponding boronate esters. We have shown for the first time that a one-pot arylation of a triflate via the boronate ester can be achieved using an aryl chloride. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01132-7

文献信息

• The scope and limitations of the Suzuki–Miyaura cross-coupling reactions of 6- and 8-substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylates
  作者：Jeffrey M McKenna、John Moliterni、Ying Qiao

  DOI：10.1016/s0040-4039(01)01132-7

  日期：2001.8

  6- and 8-Aryl-1,2,3,4-tetrahydroisoqinoline-3-carboxylates have been prepared by Suzuki-Miyaura cross-coupling reactions of the triflates or corresponding boronate esters. We have shown for the first time that a one-pot arylation of a triflate via the boronate ester can be achieved using an aryl chloride. (C) 2001 Elsevier Science Ltd. All rights reserved.