With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.137076-54-1,2-(4,7,10-Tris(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid,as a common compound, the synthetic route is as follows.
Example 7-Synthesis of tri-tert-butyl 2,2′,2′-(10-(2-((2,5-dioxopyrrolidin-1-yl)oxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate The procedure that was followed was described in . Compound 2-(4,7,10-Tris(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid (400 mg, 0.70 mmol), N-hydroxysuccinimide (90.4 mg, 0.78 mmol, 1.1 equiv.), and Obenzotriazol- 1-yl-N,N,N’,N’-tetramethyluronium hexafluorophosphate (HBTU) (296 mg, 0.78 mmol, 1.1 equiv.) were dissolved in 10 mL of acetonitrile. The reaction was stirred at room temperature for 24 hr. After removing the solvent under vaccum, the crude product was purified by flash chromatography on silica gel (CH2Cl2/MeOH, 85:15) to give compound tri-tert-butyl 2,2′,2′-(10-(2-((2,5-dioxopyrrolidin-1-yl)oxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate as a white foam (404 mg, 86 %). Rf : 0.3 (CH2Cl2/MeOH, 85:15). 1H NMR (300MHz, CDCl3) delta 3.51 (br, 4H, H8), 3.54 (br, 4H, H13, H1′), 3.32-3.26 (m, 4H, H6), 3.08-2.99 (m, 4H, H5), 2.97-2.86 (m, 8H, H2, H3), 2.85 (s, H4′), 1.46 (s, 18H, H12), 1.45 (s, 9H, H17). 13C NMR (75MHz, CDCl3) delta 173.4 (C9, C14), 173.1 (C2′), 169.9 (C3′), 82.6 (C16), 82.4 (C11), 55.8 (C8), 55.7 (C13), 54.2 (C1′), 54.1-51.5 (C2, C3), 51.0-48.9 (C5, C6), 27.8 (C17), 27.6 (C12). 25.6 (C4′) MS (Cl/NH3) m/z 692 [M + H]+, 137076-54-1
As the paragraph descriping shows that 137076-54-1 is playing an increasingly important role.
Reference£º
Patent; Institut Curie; Centre National de la Recherche Scientifique; The designation of the inventor has not yet been filed; EP2740491; (2014); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI