530084-79-8 8-苄氧基-5-((R)-2-溴-1-羟基乙基)-1H-喹啉-2-酮

中文名称: 8-苄氧基-5-((R)-2-溴-1-羟基乙基)-1H-喹啉-2-酮
英文名称: (R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one
CAS号
分子式: C₁₈H₁₆BrNO₃
分子量: 374.23
更新日期: 2026-06-23

名称和标识

中文名: 8-苄氧基-5-((R)-2-溴-1-羟基乙基)-1H-喹啉-2-酮
英文名: (R)-8-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)quinolin-2(1H)-one
CAS号: 530084-79-8
分子式: C18H16BrNO3
分子量: 374.23
中文别名: 8-苄氧基-5-((R)-2-溴-1-羟乙基)-1H-喹啉酮; 马来酸茚达特罗杂质3; 茚达特罗中间体; 茚达特罗起始原料; 达特罗中间体

词条详情加载中…

生产及用途

用途与制备

作为手性中间体用于医药合成，具体应用于相关药物分子的构建。

医药

路线1：以1-(8-(苄氧基)-2-羟基喹啉-5-基)-2-溴乙酮为原料合成

步骤: 在氮气保护下，将四氢呋喃（1400 mL）和1-(8-(苄氧基)-2-羟基喹啉-5-基)-2-溴乙酮（100 g）的混合物冷却至0-5°C；缓慢加入R-甲基CBS（7.5 g），并在0-10°C下加入硼二甲基硫醚络合物（24.3 g）；反应混合物在0-10°C下搅拌1-2小时，通过HPLC监测反应进程；反应完成后，缓慢加入甲醇（100 mL），并在0-10°C下继续搅拌15分钟；随后，在40-45°C的真空条件下蒸馏反应混合物，冷却至25-30°C；将冷却后的反应混合物缓慢加入盐酸溶液中，在25-30°C下搅拌1-2小时；过滤所得固体，用水（300 mL）洗涤，并在65-70°C下干燥8小时。
收率: 95%。
参考文献: [1] Patent: US2016/326118, 2016, A1. Location in patent: Paragraph 0067; 0068 [2] Patent: US2004/224982, 2004, A1. Location in patent: Page 3; 10 [3] Patent: US2004/242622, 2004, A1. Location in patent: Page 30 [4] Patent: US2004/167167, 2004, A1. Location in patent: Page/Page column 34 [5] Patent: US2006/35933, 2006, A1. Location in patent: Page/Page column 25 [6] Patent: WO2006/23457, 2006, A1. Location in patent: Page/Page column 66 [7] Patent: US2003/229058, 2003, A1. Location in patent: Page 49-50 [8] Patent: WO2004/89892, 2004, A2. Location in patent: Page 86 [9] Patent: US2005/182092, 2005, A1. Location in patent: Page/Page column 11 [10] Patent: WO2012/168349, 2012, A1. Location in patent: Page/Page column 31-32 [11] Patent: WO2012/168359, 2012, A1. Location in patent: Page/Page column 57; 58 [12] Patent: US2013/34504, 2013, A1. Location in patent: Paragraph 0123; 0124; 0125 [13] Patent: US2014/163066, 2014, A1. Location in patent: Paragraph 0212-0214 [14] Patent: WO2014/86924, 2014, A1. Location in patent: Page/Page column 40; 41; 42 [15] Patent: US2016/235734, 2016, A1. Location in patent: Paragraph 0358; 0359; 0360 [16] Patent: WO2016/193241, 2016, A1. Location in patent: Page/Page column 38-39 [17] Patent: WO2017/93208, 2017, A1. Location in patent: Page/Page column 28; 29; 30 [18] Patent: EP1574501, 2005, A1. Location in patent: Page/Page column 23 [19] Patent: US2006/35931, 2006, A1. Location in patent: Page/Page column 13-14 [20] Patent: US2003/229058, 2003, A1. Location in patent: Page 48 [21] Patent: US2012/46467, 2012, A1. Location in patent: Page/Page column 20 [22] Organic Process Research and Development, 2015, vol. 19, # 1, p. 315 - 319 [23] Patent: WO2007/102771, 2007, A1. Location in patent: Page/Page column 63-64 [24] Patent: WO2008/104781, 2008, A1. Location in patent: Page/Page column 40