24424-99-5
7149-65-7
144978-35-8
以(S)-5-氧代吡咯烷-2-羧酸乙酯(20g,0.127mol)和二碳酸二叔丁酯(30.5g,0.14mol)为原料,在0℃下,将二碳酸二叔丁酯的乙腈(150mL)溶液缓慢加入含有(S)-5-氧代吡咯烷-2-羧酸乙酯和4-(二甲基氨基)吡啶(1.55g,0.013mol)的反应瓶中。反应混合物在室温下搅拌过夜后,进行真空浓缩。残余物通过快速色谱法(洗脱剂:30%乙酸乙酯/己烷)纯化,得到Boc-D-焦谷氨酸乙酯(163A,32.5g,100%),为油状物。1H NMR(CDCl3,400MHz)δ4.58(1H,dd,J = 3.0,9.5Hz),4.22(2H,q,J = 7.3Hz),2.56-2.66(1H,m),2.48(1H,ddd,J = 3.8,9.6,13.1Hz),2.25-2.35(1H,m),1.97-2.04(1H,m),1.48(9H,s)和1.28(3H,t,J = 7.3Hz)。
参考文献:
[1] Patent: US2008/9497, 2008, A1. Location in patent: Page/Page column 70-71
[2] Patent: EP2272825, 2015, B1. Location in patent: Paragraph 0138; 0139
[3] Organic Preparations and Procedures International, 2001, vol. 33, # 4, p. 405 - 409
[4] Organic and Biomolecular Chemistry, 2006, vol. 4, # 21, p. 3894 - 3897
[5] Patent: US2011/34438, 2011, A1. Location in patent: Page/Page column 25-26