473923-56-7

基本信息
4-BOC-(3-羥甲基)嗎啉
N-BOC-3-(羥甲基)嗎啉
3-(羥基甲基)嗎啉-4-甲酸叔丁酯
4-BOC-3-HYDROXYMETHYL-MORPHOLINE
1-N-BOC-2-HYDROXYMETHYL MORPHOLINE
Di-tert-butyl morpholine-3,4-dicarboxylate
tert-Butyl 3-(hydroxymethyl)morpholine-4-carboxylate
3-HYDROXYMETHYL-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER
4-Morpholinecarboxylic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester
物理化學(xué)性質(zhì)
制備方法

212650-43-6

473923-56-7
步驟L(1):3-(羥甲基)嗎啉-4-羧酸叔丁酯的合成。 在0℃下,向4-(叔丁氧基羰基)嗎啉-3-羧酸(4.7 g,20.35 mmol)的四氫呋喃(THF,120 mL)溶液中依次加入Hunig堿(6.6 g,50.875 mmol)和氯甲酸乙酯(2.65 g,24.4 mmol)。反應(yīng)混合物在0℃至室溫下攪拌1.5小時(shí)后,加入硼氫化鈉(NaBH4,3.1 g,81.4 mmol)。15分鐘后,緩慢加入甲醇(MeOH,20 mL)。反應(yīng)混合物在室溫下繼續(xù)攪拌1小時(shí)。隨后,減壓除去THF和MeOH,加入乙酸乙酯(600 mL)稀釋。有機(jī)相依次用飽和碳酸氫鈉(NaHCO3)溶液和水洗滌,無(wú)水硫酸鈉(Na2SO4)干燥,減壓濃縮。得到3.56 g目標(biāo)產(chǎn)物3-(羥基甲基)嗎啉-4-甲酸叔丁酯,收率81%。產(chǎn)物經(jīng)1H NMR(CDCl3, 500 MHz)表征:δ 1.46(9H, s),2.03(1H, br s),3.17(1H, m),3.46(1H, m),3.56(1H, m),3.72-3.86(4H, m),3.91(1H, d, J = 10 Hz),3.99(1H, br s)。
參考文獻(xiàn):
[1] Patent: US2006/46984, 2006, A1. Location in patent: Page/Page column 25-26
[2] Patent: WO2006/99352, 2006, A1. Location in patent: Page/Page column 35-36
[3] Patent: WO2013/91773, 2013, A1. Location in patent: Page/Page column 130; 131
[4] Patent: US2010/261701, 2010, A1. Location in patent: Page/Page column 144
[5] Patent: WO2008/125570, 2008, A1