122860-33-7
122860-33-7 結(jié)構(gòu)式
基本信息
N-CBZ-4-羥甲基哌啶
N-芐氧羰基-4-哌啶甲醇
N-CBZ-4-哌啶甲醇
1-N-CBZ-HYDROXYMETHYL-PIPERIDINE
4-HYDROXYMETHYL-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER
BENZYL 4-(HYDROXYMETHYL)PIPERIDINE-1-CARBOXYLATE
BENZYL 4-(HYDROXYMETHYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE
BUTTPARK 75\50-51
N-(BENZYLOXYCARBONYL)-4-(HYDROXYMETHYL)PIPERIDINE
N-CARBOBENZOXY-4-PIPECOLINOL
N-CARBOBENZOXY-4-PIPERIDINEMETHANOL
N-CARBOBENZOXY-HEXAHYDROISONICOTINOL
Z-ISONICOT(H6)-OL
Z-ISONIPECOTINOL
Z-PIC(4)-OL
1-N-Cbz-4-Hydroxymethyl-piperidine
N-Cbz-4-(hydroxymethyl)piperidine
N-(Benzyloxycarbonyl)-4-(Hydroxymethyl)piperidine, 97 %
物理化學(xué)性質(zhì)
制備方法
6457-49-4
501-53-1
122860-33-7
以4-羥甲基哌啶和氯甲酸芐酯為原料合成N-CBZ-4-哌啶甲醇(1-CBZ-4-羥甲基哌啶)的一般步驟：在無水二氯甲烷(DCM, 100 mL)中溶解4-羥甲基哌啶(2.0 g, 17.4 mmol)，將溶液冷卻至0℃并攪拌。依次加入三乙胺(4.8 mL, 34.8 mmol)和氯甲酸芐酯(3.7 mL, 34.8 mmol)，然后將反應(yīng)混合物緩慢升溫至室溫并繼續(xù)攪拌2小時。反應(yīng)完成后，將混合物轉(zhuǎn)移至分液漏斗中，加入DCM(50 mL)和水(30 mL)進行分層。分離有機相，水相用DCM(2×50 mL)萃取。合并所有有機相，用鹽水(30 mL)洗滌一次，經(jīng)無水硫酸鈉干燥后，減壓濃縮得到粗產(chǎn)物。粗產(chǎn)物通過柱色譜法純化，使用己烷/EtOAc(70%至100%)梯度洗脫，得到3.85 g(89%產(chǎn)率)的N-芐氧基羰基-4-(羥甲基)哌啶(E-12)，為透明油狀物。其1H NMR(CDCl3)數(shù)據(jù)如下：δ 1.17(m, 2H), 1.72(m, 3H), 2.15(br s, 1H), 2.78(t, 2H, J = 12 Hz), 3.47(d, 2H, J = 6.04 Hz), 4.20(d, 2H, J = 11.68 Hz), 5.12(s, 2H), 7.33(m, 5H)。
參考文獻：
[1] Patent: WO2005/80394, 2005, A1. Location in patent: Page/Page column 131
[2] European Journal of Organic Chemistry, 2008, # 25, p. 4277 - 4295
[3] Patent: WO2010/46780, 2010, A2. Location in patent: Page/Page column 63-64
[4] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8110 - 8113
[5] Patent: US2003/55244, 2003, A1