8-Trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester | 370881-42-8

• 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: 8-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 8-(trifluoromethylsulfonyloxy)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylate
• CAS: 370881-42-8
• 化学式: C₁₇H₂₀F₃NO₇S
• 分子量: 439.41
• InChiKey: UPBJSDUSRBBIIW-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：

  3-(三氟甲基)苯硼酸 、 8-Trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 24.0h， 以88%的产率得到8-(3-Trifluoromethyl-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：

  2-(tert-butyl) 3-methyl 5-bromo-8-hydroxy-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate 在 palladium on activated charcoal 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 8-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