Reference of 162705-07-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 162705-07-9 as follows.
General procedure: A solution of AmCA-4 (0.7mmol) in THF (5mL/mmol) was cooled at 0C and anhydrous pyridine (1.7mmol) and the corresponding phenyl chloroformate (1.0mmol) were added under inert atmosphere. The resulting mixture was stirred in the dark for 20minat 0C and for 1hat rt. After this time, H2O (3.4mL) and HCl 1M (1.7mL) were added to the reaction mixture, which was then extracted with CH2Cl2 (3¡Á20mL). The organic layer was washed with brine, and then dried on anhydrous Na2SO4. Removal of volatiles under reduced pressure afforded an oily residue which was subjected to column chromatography on silica-gel (Hexanes-EtOAc mixtures as eluant) obtaining the desired products with the yields indicated below. 6.1.2.1 53 Phenyl (Z)-(2-methoxy-5-(3,4,5-trimethoxystyryl)phenyl)carbamate (1) Off-white solid, m. p. 124-126C; 1H NMR (500MHz, CDCl3) delta 8.11 (br s, 1H), 7.52 (br s, 1H, NH), 7.39 (t, J?7.5Hz, 2H), 7.24 (t, J?7.5Hz, 1H), 7.19 (d, ?7.5Hz, 2H), 7.00 (d, J=8.5Hz, 1H), 6.76 (d, J=8.5Hz, 1H), 6.52 (s, 2H), 6.51 (d, J=12Hz, 1H), 6.45 (d, J=12Hz, 1H), 3.89 (s, 3H), 3.81 (s, 3H), 3.70 (s, 6H); 13C NMR (125MHz, CDCl3) delta (C) 152.9 (x 2), 151.3, 150.6, 146.9, 137.2, 132.7, 130.3, 126.9, (CH) 129.5, 129.3 (x 2), 129.2, 125.5, 123.9, 121.6 (x 2), 119.3, 109.6, 106.1 (x 2), (CH3) 60.8, 55.9 (x 2), 55.8; IR numax (cm-1) 3415 (N-H), 1750 (C=O); HR ESMS m/z 458.1588 [M+Na]+. Calc. for C25H25NNaO6, 458.1580.
According to the analysis of related databases, 162705-07-9, the application of this compound in the production field has become more and more popular.
Reference:
Article; Conesa-Milian, Laura; Falomir, Eva; Murga, Juan; Carda, Miguel; Meyen, Eef; Liekens, Sandra; Alberto Marco; European Journal of Medicinal Chemistry; vol. 147; (2018); p. 183 – 193;,
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