31140-42-8

基本信息
3-BOC-氨基-2,6-哌啶酮
3-BOC-氨基-2,6-二氧哌啶
3-BOC-氨基-2,6-二氧代哌啶
3-N-叔丁氧羰基氨基-2,6-二氧代哌啶
N-(2,6-二氧代哌啶-3-基)氨基甲酸叔丁酯
3-N-叔丁氧羰基氨基-2,6-二氧代哌啶(泊馬度胺中間體)
3-N-叔丁氧羰基氨基-2,6-二氧代哌啶(泊馬度胺中間體) 1KG
Pomalidomide/lenalidomide INT I
3-BOC-AMINO-2,6-DIOXOPIPERIDINE
TERT-BUTYL 2,6-DIOXOPIPERIDIN-3-YLCARBAMATE
tert-Butyl N-(2,6-dioxopiperidin-3-yl)carbamate
2,6-Dioxo-3-piperidinecarbamic acid tert-butyl ester
1-amino-2,6-dioxo-3-piperidinecarboxylic acid tert-butyl ester
CarbaMic acid, (2,6-dioxo-3-piperidinyl)-, 1,1-diMethylethyl ester
Carbamic acid, N-(2,6-dioxo-3-piperidinyl)-, 1,1-dimethylethyl ester
物理化學(xué)性質(zhì)
制備方法

13726-85-7

31140-42-8
以BOC-L-谷氨酰胺為原料合成3-Boc-氨基-2,6-二氧代哌啶的一般步驟:將N-(叔丁氧基羰基)-L-谷氨酰胺(4.92 g, 20 mmol)和羰基二咪唑(1.70 g, 10.5 mmol)溶解于四氫呋喃(100 mL)中,加熱回流反應(yīng)9小時(shí)。反應(yīng)完成后,減壓蒸餾除去溶劑,得到粗產(chǎn)物。粗產(chǎn)物用熱乙酸乙酯重結(jié)晶,得到目標(biāo)化合物3-Boc-氨基-2,6-二氧代哌啶(2.04 g,收率45%),為白色晶體。熔點(diǎn):214-215℃;1H NMR(DMSO-d6)δ 4.22(dd,J = 6.2 Hz,J = 11.0 Hz,1H),2.77-2.65(m,1H),2.45(m,1H),1.96-1.87(m,2H),1.40(s,9H);質(zhì)譜(CI/CH4)m/z 227 [M-1]+。
參考文獻(xiàn):
[1] Organic Letters, 2003, vol. 5, # 16, p. 2865 - 2867
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 21, p. 5819 - 5824
[3] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 2, p. 650 - 662
[4] Patent: WO2005/28436, 2005, A2. Location in patent: Page/Page column 30; 53
[5] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 21, p. 5260 - 5262