29840-56-0

基本信息
5-氨基戊酸甲酯鹽酸鹽
Methyl 5-aminovalerate hydrochloride
Ethyl 5-aMinopentanoate hydrochloride
Methyl 5-aminopentanoate hydrochloride
5-Aminopentanoic acid methyl ester hydrochloride
delta-Aminovaleric acid methyl ester hydrochloride
methyl ester- 5-amino- Pentanoic acid, hydrochloride (1:1)
物理化學(xué)性質(zhì)
制備方法

67-56-1

660-88-8

29840-56-0
將5-氨基戊酸(22.45 mmol,1.0 equiv)溶解于20-30 mL無(wú)水甲醇中,置于配備回流冷凝器的雙頸燒瓶中。在5-10分鐘內(nèi)緩慢滴加亞硫酰氯(31.43 mmol,1.4 equiv)。滴加完畢后,將反應(yīng)混合物加熱回流3小時(shí)。隨后,將混合物在室溫下攪拌過(guò)夜。反應(yīng)完成后,通過(guò)旋轉(zhuǎn)蒸發(fā)儀(RVE)除去溶劑。得到的白色或淺黃色固體用正己烷(3×50 mL)洗滌,并用另一部分正己烷進(jìn)行蒸發(fā)。產(chǎn)物在低壓下干燥,得到5-氨基戊酸甲酯鹽酸鹽(2a)為半透明固體,產(chǎn)量3.46 g(收率92%)。熔點(diǎn):141-143°C(文獻(xiàn)值146.3°C [42]);1H NMR(300 MHz, D2O):δ = 3.57(s, 3H, COOCH3),2.88(t, 2H, J = 7.0 Hz, C5-H2),2.30-2.35(m, 2H, C2-H2),1.53-1.59(m, 4H, C3-H2和C4-H2)ppm;13C NMR(75 MHz, D2O):δ = 179.2(C1),54.7(COOCH3),41.6(C5),35.5(C2),28.6(C4),23.6(C3)ppm;IR(固體):ν = 3021(s),2945(s),1735(s),1596(m),1576(m),1519(s),1474(w),1444(w),1414(w),1346(w),1271(m),1187(s),1152(m),1068(w),1055(m),984(w),952(m),899(w),882(w),865(w),748(s),651(w)cm-1。
參考文獻(xiàn):
[1] Journal of Medicinal Chemistry, 2006, vol. 49, # 20, p. 6094 - 6103
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 10, p. 2730 - 2742
[3] Angewandte Chemie - International Edition, 2013, vol. 52, # 28, p. 7228 - 7232
[4] Angew. Chem., 2013, vol. 125, # 28, p. 7369 - 7373,5
[5] Organic and Biomolecular Chemistry, 2016, vol. 14, # 25, p. 6010 - 6023