54322-10-0

基本信息
1,5-戊二酸單苯甲酸酯
5-(芐氧基)-5-氧戊酸
英文名稱:L-GLUTAMIC BENZYL ESTER
1,5-Pentanedioic Acid Monobenzyl Ester
1-(Phenylmethyl) Ester Pentanedioic Acid
Pentanedioic acid, 1-(phenylmethyl) ester
物理化學(xué)性質(zhì)
制備方法

108-55-4

100-51-6

54322-10-0
通用方法:在0℃下,向戊二酸酐(1.0g,10mmol)的DMF(4mL)溶液中緩慢加入苯甲醇(0.94mL,9.09mmol)和N,N-二異丙基乙胺(DIEA,1.93mL,11mmol)。將反應(yīng)混合物在室溫下攪拌12小時(shí)。反應(yīng)完成后,使用旋轉(zhuǎn)蒸發(fā)儀(Speed-vac)除去溶劑。將殘余物溶解于乙酸乙酯(50mL)中,依次用飽和氯化鈉溶液(10mL×2)洗滌。分離有機(jī)相,用碳酸氫鈉水溶液(5M,5mL×3)萃取。合并水相萃取物,用檸檬酸水溶液(5M)調(diào)節(jié)pH至4,再用乙酸乙酯(30mL×3)萃取。合并所有乙酸乙酯萃取物,用飽和氯化鈉溶液洗滌,無(wú)水硫酸鈉干燥。減壓濃縮除去溶劑,得到1,5-戊二酸單苯甲酸酯白色固體(1.66g,收率89%)。
參考文獻(xiàn):
[1] Chemical Biology and Drug Design, 2018, vol. 92, # 2, p. 1403 - 1408
[2] Synthetic Communications, 2001, vol. 31, # 9, p. 1399 - 1419
[3] Journal of the American Chemical Society, 1996, vol. 118, # 29, p. 6826 - 6840
[4] Chemical Communications, 2011, vol. 47, # 17, p. 4896 - 4898
[5] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 23, p. 7507 - 7514