143557-91-9
143557-91-9 结构式
基本信息
N-BOC-去甲基托丙醇
3-羟基-8-氮杂双环[3.2.1]辛烷-8-甲酸叔丁酯
内向-N-BOC-3-羟基-8-氮杂双环[3.2.1]辛烷
内向-8-BOC-3-羟基-8-氮杂双环[3.2.1]辛烷
(3-内)-3-羟基-8-氮杂双环[3.2.1]辛烷-8-甲酸叔丁酯
3-ENDO-3-羟基-8-氮杂双环[3.2.1]辛烷-8-甲酸叔丁酯
N-tert-Butoxycarbonylnortropan-3-ol
endo-N-Boc-3-hydroxy-8-azabicyclo[3.2.1]octane
endo-8-Boc-3-hydroxy-8-azabicyclo[3.2.1]octane
(3-endo)-N-Boc-3-hydroxy-8-azabicyclo[3.2.1]octane
tert-butyl 3-endo-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
tert-Butyl 3-endo-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
tert-butyl (1R,3r,5S)-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
rel-tert-butyl (1R,3R,5S)-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
(3-endo)-3-Hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
物理化学性质
制备方法
24424-99-5
538-09-0
143557-91-9
以二碳酸二叔丁酯和内-8-氮杂双环[3.2.1]辛烷-3-醇为原料合成3-endo-3-羟基-8-氮杂双环[3.2.1]辛烷-8-甲酸叔丁酯的一般步骤：将内-8-氮杂双环[3.2.1]辛-3-醇（3.6 g，28.3 mmol）溶于二氯甲烷（50 mL）中，并将溶液冷却至0℃。在搅拌下，依次加入三乙胺（7.8 mL，56.7 mmol）和二碳酸二叔丁酯（7.4 g，33.9 mmol）。将反应混合物逐渐升温至室温，并继续搅拌12小时。反应完成后，用蒸馏水稀释反应混合物。分离有机层，依次用饱和柠檬酸水溶液、蒸馏水和饱和食盐水洗涤。有机层用无水硫酸镁干燥，过滤后减压浓缩，得到3-endo-3-羟基-8-氮杂双环[3.2.1]辛烷-8-甲酸叔丁酯，为白色固体（6.45 g，28.4 mmol，产率100%）。质谱（ESI）m/z：228 [M + H]+。
参考文献：
[1] Patent: WO2007/63071, 2007, A1. Location in patent: Page/Page column 15
[2] Patent: US2007/123525, 2007, A1. Location in patent: Page/Page column 20
[3] Patent: WO2016/91776, 2016, A1. Location in patent: Page/Page column 210; 211
[4] Patent: WO2014/152144, 2014, A1. Location in patent: Paragraph 0190
[5] Patent: WO2009/106534, 2009, A1. Location in patent: Page/Page column 73