With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-34-3,Ethyl tetrahydrofuran-2-carboxylate,as a common compound, the synthetic route is as follows.
To a solution of ethyl TETRAHYDROFURAN-2-CARBOXYLATE (Preparation 32) (1. 0965 g, 7. 604 MMOL) in anhydrous tetrahydrofuran (7 mL) AT-50 C, under an atmosphere of nitrogen, was added sodium bis (trimethylsilyl) amide (7. 6 mL of a 1. 0M solution in tetrahydrofuran, 7. 604 MMOL) dropwise. The reaction mixture was stirred for 1 hour and then a solution of 5-(tert-butyl-diphenyl-silanyloxy)-2-iodomethyl-pyridine (Preparation 31) (0. 72 G, 1. 5208 MMOL) in anhydrous tetrahydrofuran (7 mL) was added dropwise. The resulting solution was stirred at -50 C for 2 hours and then quenched with saturated aqueous ammonium chloride (25 mL). This was then extracted with ethyl acetate (3X25 mL), dried (anhydrous magnesium sulfate), filtered and concentrated in vacuo to afford the crude product. The residue was purified by flash column chromatography (hexanes to 40% ethyl acetate/hexanes) to yield a colorless oil (0. 2438 g, 33%). LRMS (m/z) : 490 (M+H) +. ‘H NMR (CDCI3, 300 MHz) 8. 07 (1 H, d, J= 2. 5 Hz), 7. 67-7. 63 (4H, m), 7. 41-7. 31 (6H, m), 6. 97 (1 H, d, J = 8. 5 HZ), 6. 86 (1 H, dd, J = 2. 8, 8. 5 HZ), 4. 21 (2H, q, J = 7. 2 Hz), 4. 09 (2H, q, J= 7. 2 HZ), 3. 22 (1 H, D, J = 13. 9 Hz), 3. 07 (1H, d, J= 13. 9 Hz), 2. 53-2. 44 (1 H, M), 2. 31-2. 15 (1 H, M), 1. 82-1. 72 (1H, m), 1. 60-1. 46 (1H, m), 1. 25 (3H, t, J = 7. 2 Hz), 1. 09 (9H, s)., 16874-34-3
As the paragraph descriping shows that 16874-34-3 is playing an increasingly important role.
Reference£º
Patent; PFIZER INC.; WO2004/92145; (2004); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem