53990-33-3

基本信息
Cbz-L-苯甘氨酸
CBZ-L-PHENYLGLYCINE
CBZ-PHG-OH
N-ALPHA-CARBOBENZOXY-L-PHENYLGLYCINE
N-ALPHA-CBZ-L-PHENYLGLYCINE
N-CBZ-L-PHENYLGLYCINE
Z-L-PHENYLGLYCINE
Z-PHENYLGLYCINE
Z-(PHENYL)GLY-OH
Z-PHG-OH
Cbz-L-Alpha-Phenylglycine
N-CBZ-L-PHENYLGLYCINE (Z-PHG-OH)
N-CBZ-L-PHENYLGLYCINE(CBZ-PHG-OH)
NALPHA-Benzyloxycarbonyl-L-phenylglycine
BENZYLOXYCARBONYL-L-PHENYLGLYCINE(N-CBZ-L-PHENYLGLYCINE)
Z-L-Phg-OH
N-Carbobenzyloxy-L-phenylglycine
物理化學(xué)性質(zhì)
制備方法

2935-35-5

501-53-1

5491-18-9
以L-苯甘氨酸和氯甲酸芐酯為原料合成化合物(CAS:5491-18-9)的一般步驟:向含有2-氨基-2-苯基乙酸(20g,0.12mol)的水溶液(500mL)中,在室溫下加入碳酸鈉(27.97g,0.264mol)和碳酸氫鈉(11.1g,0.132mol)。攪拌混合物直至形成澄清溶液。隨后加入丙酮(40mL),并將得到的輕微混濁溶液在冰水浴中冷卻至15-20℃。在攪拌下緩慢加入氯甲酸芐酯(Cbz-Cl,28.15g,0.165mol),然后將反應(yīng)混合物逐漸升溫至室溫。繼續(xù)攪拌3小時后,用甲基叔丁基醚(100mL)萃取反應(yīng)混合物。用鹽酸水溶液調(diào)節(jié)水層的pH至2。將形成的油狀物用乙酸乙酯(100mL×2)萃取。合并有機(jī)層,用水洗滌后,在真空下濃縮,得到(S)-2-(((芐氧基)羰基)氨基)-2-苯基乙酸(30.2g,收率80%)為白色固體。
參考文獻(xiàn):
[1] Tetrahedron Letters, 2006, vol. 47, # 36, p. 6393 - 6396
[2] Patent: WO2018/136647, 2018, A2. Location in patent: Page/Page column 29-30
[3] Tetrahedron Letters, 1993, vol. 34, # 39, p. 6329 - 6332
[4] Patent: WO2014/210436, 2014, A2. Location in patent: Paragraph 00520; 00521
[5] Patent: EP1076563, 2005, B1. Location in patent: Page/Page column 9; 13