1035235-26-7
1035235-26-7 结构式
基本信息
5-(4,4,5,5-四甲基-1,3,2-二氧杂硼杂环戊烷-2-基)-3,4-二氢异喹啉-2(1H)-甲酸叔丁
5-(4,4,5,5-四甲基-1,3,2-二氧杂硼杂环戊烷-2-基)-3,4-二氢异喹啉-2(1H)-甲酸叔丁酯
tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxyl
tert-Butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1
tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
制备方法
215184-78-4
73183-34-3
1035235-26-7
以N-Boc-5-溴-1,2,3,4-四氢异喹啉（2.7 g, 8.7 mmol）和联硼酸频那醇酯（4.39 g, 17 mmol）为原料，在氮气保护下，将反应物与乙酸钾（2.55 g, 26 mmol）和[1,1'-双（二苯基膦基）二茂铁]二氯化钯（II）（0.63 g, 0.87 mmol）在1,4-二恶烷（40 mL）中混合。反应混合物在80℃下搅拌2小时后冷却至室温。加入水（30 mL），用乙酸乙酯（3×20 mL）萃取。合并有机相，减压浓缩。残余物通过快速色谱法（洗脱剂：环己烷/乙酸乙酯=85:15）纯化，得到目标产物5-(4,4,5,5-四甲基-1,3,2-二氧杂硼杂环戊烷-2-基)-3,4-二氢异喹啉-2(1H)-甲酸叔丁酯，为透明凝胶状物质（3.25 g, 产率105%）。LCMS（甲酸盐方法）：保留时间1.51分钟，[M+H]+=360。
参考文献：
[1] Patent: WO2010/146105, 2010, A1. Location in patent: Page/Page column 86-87
[2] Patent: WO2016/65222, 2016, A1. Location in patent: Page/Page column 57
[3] Patent: WO2010/145202, 2010, A1. Location in patent: Page/Page column 38
[4] Patent: WO2013/134518, 2013, A1. Location in patent: Page/Page column 39
[5] Patent: WO2016/44666, 2016, A1. Location in patent: Paragraph 0589; 0591