405-39-0

基本信息
N,N'-雙芐氧羰基-L-賴氨酸
DI-N-CBZ-L-LYSINE
N-ALPHA,EPSILON-BIS-Z-L-LYSINE
N-ALPHA, N-EPSILON-DIBENZYLOXYCARBONYL-L-LYSINE
N-ALPHA-N-EPSILON-DICARBOBENZOXY-L-LYSINE
N-ALPHA-N-EPSILON-DI-CBZ-L-LYSINE
N-ALPHA,N-EPSILON-DI-Z-L-LYSINE
N,N'-DI-CBZ-L-LYSINE
Z-LYSINE(Z)-OH
Z-LYS(Z)-OH
Nα,Nε-Di-Z-L-lysine
di-N-CBZ-L-Lysine di-N-Carbobenzyloxy-L-lysine
N,N-di-cbz-L-lysine free acid
N2,N6-dibenzyloxycarbonyl-L-lysine
Cbz-Lys(Z)-OH
CBZ-LYS(CBZ)-OH
NA,NE-DIBENZYLOXYCARBONYL-L-LYSINE
Z-LYS(Z)
L-Lysine, N2,N6-bis[(phenylmethoxy)carbonyl]-
N-alpha-N-epsilon-Bis-benzyloxycarbonyl-L-lysine
物理化學(xué)性質(zhì)
制備方法

56-87-1

501-53-1

405-39-0
以L-賴氨酸和氯甲酸芐酯為原料合成(S)-2,6-雙(((芐氧基)羰基)氨基)己酸的一般步驟如下,該合成方法參照Galbiati, B.; Ferrario, T.; Merli, V.的專利WP 0110851(2001)。在250 mL三頸燒瓶中依次加入水(20 mL)、1,4-二惡烷(20 mL)和L-賴氨酸(2.1 g,14.4 mmol),攪拌混合物直至完全溶解。用30% NaOH溶液調(diào)節(jié)pH至約10.5。在維持pH約10-11的條件下,緩慢加入氯甲酸芐酯(5.2 g,30.6 mmol),同時(shí)通過(guò)滴加30% NaOH溶液保持pH穩(wěn)定。加料完畢后,將反應(yīng)混合物在20℃下攪拌約1小時(shí)。隨后,用37% HCl溶液調(diào)節(jié)pH至5。加入乙酸乙酯(30 mL),并用37% HCl溶液進(jìn)一步調(diào)節(jié)pH至1。室溫下攪拌混合物約30分鐘后,分離有機(jī)層,水層用乙酸乙酯(20 mL)萃取。合并有機(jī)層,用鹽水(30 mL)洗滌,經(jīng)無(wú)水Na2SO4干燥。減壓蒸發(fā)溶劑,得到淡黃色油狀產(chǎn)物(6.0 g,收率99%)。最后,通過(guò)苯共沸蒸餾對(duì)產(chǎn)物進(jìn)行預(yù)干燥處理。
參考文獻(xiàn):
[1] Patent: US2006/94673, 2006, A1. Location in patent: Page/Page column 4
[2] Patent: CN106565771, 2017, A. Location in patent: Paragraph 0037; 0038; 0039
[3] Patent: CN106565772, 2017, A. Location in patent: Paragraph 0038
[4] Helvetica Chimica Acta, 1958, vol. 41, p. 1867,1876
[5] Journal of Biological Chemistry, 1935, vol. 111, p. 245,251