185099-68-7
185099-68-7 结构式
基本信息
8-BOC-3-(三氟甲基磺酰氧基)-8-氮杂双环[3.2.1]辛-3-烯
3-[[(三氟甲基)磺酰基]氧基]-8-氮杂双环[3.2.1]辛-3-烯-8-羧酸叔丁酯
3-((((三氟甲基)磺酰基)氧基)-8-氮杂双环[3.2.1]辛-2-烯-8-羧酸叔丁酯
(1R,5S)-3-(三氟甲基磺酰氧基)-8-氮杂双环[3.2.1]-2-辛烯-8-羧酸叔丁酯
8-Boc-3-(trifluoromethylsulfonyloxy)
8-Boc-8-azabicyclo[3.2.1]oct-2-en-3-yl Trifluoromethanesulfonate
8-Boc-3-(trifluoroMethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene
tert-butyl-3-(trifluoroMethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate
Tert-butyl 3-(trifluoroMethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate
(1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate
3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylic acid tert-butyl ester
8-Azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid,3-[[(trifluoroMethyl)sulfonyl]oxy]-, 1,1-diMethylethyl ester
物理化学性质
制备方法
37595-74-7
185099-67-6
185099-68-7
在氮气氛围下，向3-氧代-8-氮杂双环[3.2.1]辛烷-8-羧酸叔丁酯（1.0g，4.2mmol）的四氢呋喃（21.1mL）溶液中缓慢滴加六甲基二硅基氨基锂（LHMDS，4.64mL，4.64mmol）。将反应体系温度维持在-50℃，随后缓慢升温至-30℃并持续搅拌1小时。在-30℃下，向反应混合物中滴加N-苯基双(三氟甲烷磺酰)亚胺（1.66g，4.64mmol）的四氢呋喃（1.0mL）溶液。滴加完毕后，将反应混合物逐渐升温至25℃，并继续搅拌4小时。反应完成后，加入氯化铵水溶液（10mL）淬灭反应，随后用二氯甲烷（3×10mL）萃取水层。合并有机层，用无水硫酸钠干燥，过滤后减压浓缩。通过硅胶柱色谱法（洗脱剂：0-30%乙酸乙酯/己烷）纯化残余物，得到目标产物8-Boc-3-(三氟甲基磺酰氧基)-8-氮杂双环[3.2.1]辛-3-烯（2.2g，收率95%）。质谱（电喷雾正离子模式）分析结果：C13H18F3NO5S理论分子量357，实测值358 [M+H]+。
参考文献：
[1] Patent: WO2018/218197, 2018, A2. Location in patent: Paragraph 0372; 0373
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 10, p. 1817 - 1820
[3] Patent: WO2012/27234, 2012, A1. Location in patent: Page/Page column 41
[4] Patent: WO2016/138532, 2016, A1. Location in patent: Paragraph 0343
[5] Patent: US2017/112833, 2017, A1. Location in patent: Paragraph 0518-0519