Brief introduction of 55750-49-7

The synthetic route of 55750-49-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-49-7,Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-49-7, To a solution of 1,5-diaminopentane (0.86 g, 8.5 minol) in water (100 mL) at 0 C was added dropwise a solution of di-tert-butyl dicarbonate (0.46 g, 2.1 minol) in 1,4-dioxane (150 mL), and the mixture stirred at room temperature for 16 h. The mixture was then concentrated by half in vacuo, filtered, and the filtrate extracted with ethyl acetate (3 x). The combined organic layers were then dried over anhydrous magnesium sulfate, filteredand the solution concentrated in vacuo to afford a yellow oil, which was used without further purification. To a solution of the crude oil in saturated aqueous sodium bicarbonate (8 mL) at 0 C was added 45 (248 mg, 1.0 minol), and the mixture stirred at 0 C for 30 minutes. A solution of acetonitrile/water (16 mL, 1:1 v/v) was then added and the mixture stirred at room temperature for 4 h. The mixture was then extracted with dichloromethane (3 x), thecombined organic layers dried over anhydrous magnesium sulfate, filtered and the solutionconcentrated in vacuo. Purification by column chromatography (EtOAc/hexanes, 1:2)afforded the title compound 57 (94 mg, 40%) as a colourless oil. 1H NMR (400 MHz, CDCI3)oe 1.26-1.31 (2H, m, H-3?), 1.42 (9H, s, Boc), 1.45-1.52 (2H, m, H-2?), 1.55-1.63 (2H, m,H-4?), 3.06-3.09 (2H, m, H-i?), 3.50 (2H, t, J = 7.2 Hz, H-5?), 4.50-4.55 (1H, m, NH), 6.67(2H, s, H-3, H-4); 13C NMR (100 MHz, CDCI3) oe 23.9 (CH2, C-3?), 28.2 (CH2, C-4?), 28.4 (3x CH3, Boc), 29.5 (CH2, C-2?), 37.6 (CH2, C-5?), 40.3 (CH2, C-i?), 79.0 (C, Boc), 134.1 (2 xCH, C-3, C-4), 156.0 (C, Boc), 170.8 (2 x C, C-2, C-5); vmax (cm1) 3365, 2939, 1698,1675, 1529, 1412, 1272, 1165, 1117, 832, 695; HRMS-ESI [M+Na] Calcd. forC14H22N2O4Na 304.1472, found 305.1467.

The synthetic route of 55750-49-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SAMMUT, Ivan Andrew; HARRISON, Joanne Clare; HEWITT, Russell James; READ, Morgayn Iona; STANLEY, Nathan John; WOODS, Laura Molly; KUEH, Jui Thiang Brian; JAY-SMITH, Morgan; SMITH, Robin Andrew James; GILES, Gregory; LARSEN, Lesley; RENNISON, David; BRIMBLE, Margaret Anne; LARSEN, David Samuel; (209 pag.)WO2017/95237; (2017); A1;,
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