51814-19-8

基本信息
N-CBZ-4--氧代-3-吡咯烷甲酸乙酯
Ethyl 1-Cbz-4-oxopyrrolidine-3-carboxylate
ETHYL 1-N-CBZ-4-OXO-PYRROLIDINE-3-CARBOXYLATE
1-benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate
1-Cbz-4-oxo-3-Pyrrolidinecarboxylic acid ethyl ester
Ethyl N-benzyloxycarbonyl-4-oxopyrrolidine-3-carboxylate, 97%
4-Oxopyrrolidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester
1,3-Pyrrolidinedicarboxylic acid, 4-oxo-, 3-ethyl 1-(phenylmethyl) ester
物理化學(xué)性質(zhì)
制備方法

51814-17-6

51814-19-8
以3-[N-芐氧基羰基-N-(乙氧基羰基甲基)氨基]丙酸乙酯(26.8g,79.5mmol)為原料,將其溶解于乙醇(200mL)中。向該溶液中加入20%乙醇鈉的乙醇溶液(40.6mL,119.3mmol),隨后將反應(yīng)混合物加熱回流2小時(shí)。反應(yīng)完成后,減壓濃縮去除溶劑,將殘余物溶解于水(100mL)中。在冰浴冷卻下,向水溶液中緩慢加入濃鹽酸進(jìn)行酸化,酸化后用氯仿(100mL×3)進(jìn)行萃取。合并氯仿萃取液,用飽和氯化鈉水溶液(100mL)洗滌,然后用無水硫酸鈉干燥。干燥后過濾,濾液減壓濃縮得到粗產(chǎn)物。粗產(chǎn)物通過硅膠柱色譜(洗脫劑:己烷/乙酸乙酯,2:1)純化,最終得到N-Cbz-4-氧代-3-吡咯烷甲酸乙酯16.7g,收率72%,為淺棕色油狀物。產(chǎn)物經(jīng)1H-NMR(400MHz,CDCl3)和MS(ESI)表征:1H-NMR δppm:1.25-1.33(3H,m),3.87-4.37(7H,m),5.16-5.22(2H,m),7.23-7.41(5H,m);MS(ESI)m/z:314(M + Na)+。
參考文獻(xiàn):
[1] Patent: US2006/264428, 2006, A1. Location in patent: Page/Page column 47-48
[2] Patent: WO2006/123792, 2006, A1. Location in patent: Page/Page column 109-110
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 5, p. 1273 - 1277
[4] Patent: EP1992613, 2008, A1. Location in patent: Page/Page column 12
[5] Archiv der Pharmazie, 2008, vol. 341, # 12, p. 780 - 786