Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, A new synthetic method of this compound is introduced below., 252881-74-6
Compound 25 (50 mg, 40 mol), PyAOP (34 mg, 60 mumol) and DIPEA (15.2 muL, 160 mumol) were mixed in 2 mL of dry CH2Cl2 at rt. A portion of 7 (15 mg, 48 mumol) was then added and the resulting yellow solution was stirred for 4 h at rt. The crude reaction was washed with 0.01 N HCl (2¡Á10 mL), dried over Na2SO4, and concentrated. The benzyl-protected product was purified by preparative TLC (10% MeOH/CH2Cl2) and obtained as a white viscous solid (46 mg, 75%). TLC Rf=0.7 (10% MeOH/CH2Cl2). 1H NMR (CDCl3, 500 MHz) delta 1.42 (9H, s), 3.27-3.28 (2H, m), 3.50-3.52 (2H, m), 3.59-3.66 (12H, m), 4.02-4.07 (3H, m), 4.15-4.18 (3H, m), 4.90-4.94 (3H, m), 5.03-5.20 (12H, m), 7.10-7.45 (36H, m), 7.65-7.67 (2H, m), 7.85-7.85 (1H, m), 7.99 (1H, bs), 8.49-8.54 (3H, m) ppm. 13C NMR (CDCl3, 125 MHz) delta 28.3, 39.9, 40.2, 51.3, 51.4, 63.9, 64.1, 69.7, 70.0, 70.2, 70.3, 70.4, 71.1, 71.2, 76.2, 76.3, 79.0, 116.7, 117.5, 120.3, 123.0, 124.2, 125.4, 126.1, 126.2, 127.6, 127.6, 127.8, 128.2, 128.3, 128.4, 128.4, 128.4, 128.5, 128.6, 128.6, 128.7, 128.8, 128.8, 129.0, 130.2, 135.4, 135.7, 135.9, 135.9, 136.1, 146.8, 146.9, 149.0, 151.5, 151.8, 155.9, 164.2, 164.8, 164.9, 165.8, 168.9, 169.0, 169.1 ppm. HRMS (ESI): [M+Na]+ m/z calcd., 1550.5942. found, 1550.5977.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; Nolan, Elizabeth Marie; Zheng, Tengfei; Chairatana, Phoom; US2015/105337; (2015); A1;,
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