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. 35180-01-9, name is Chloromethyl isopropyl carbonate, A new synthetic method of this compound is introduced below., Formula: C5H9ClO3
Preparation of Compound 167Compound 167. A 20 mL microwave vial was charged with starting acid (300 mg, 0.651 mmol), potassium carbonate (117 mg, 0.847 mmol), sodium iodide (68.3 mg, 18.6 mu, 0.456 mmol), DMF (10 mL) and chloromethyl isopropyl carbonate (119 mg, 0.782 mmol). Heated at 80 C in microwave for 20 min, then the reaction mixture was partitioned between EtOAc and water (80 mL each). The organic layer was separated, washed with water then brine (80 mL each), dried (magnesium sulfate), filtered and concentrated. The resulting residue was purified by MPLC using an Isco Combiflash (40 g column) 0-80% EtOAc in hexanes linear gradient over 24 column volumes at 40 mL/min. Product isolated from column was dissolved in MeCN (10 mL), treated with water (8 mL) then the resulting mixture was frozen and lyophilized. Gave 167 (306 mg, 0.519 mmol, 80%) as a white solid. Analysis carried out by LCMS (60-98% aqueous MeCN, formic acid modifier, 7 min, C4) ESI-MS m/z calc. 576.2869, found 577.57 (M+l)+; Retention time: 3.05 minutes. (1H NMR shows rotamers) 1H NMR (300.0 MHz, DMSO) delta 7.33 (s, 0.55H), 7.24 (s, 0.45H), 5.89 (d, J = 6.3 Hz, 0.55H), 5.81 (dd, J = 6.3, 8.0 Hz, 1H), 5.73 (d, J = 6.3 Hz, 0.45H), 5.58 (t, J = 7.5 Hz, 0.45H), 5.16 (d, J = 2.4 Hz, 0.55H), 4.87 – 4.85 (m, 1H), 3.11 (s, 1.65H), 3.02 (s, 1.35H), 2.85 (s, 1.65H), 2.63 (s, 1.35H), 1.99 – 1.86 (m, 1H), 1.67 – 1.35 (m, 6H), 1.34 – 1.08 (m, 18H) and 0.82 – 0.51 (m, 8H) ppm.
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; VERTEX PHARMACEUTICALS INCORPORATED; GREEN, Jeremy; WILSON, Dean, M.; KONG, Laval, Chan Chun; DAS, Sanjoy, Kumar; POISSON, Carl; COURT, John, J.; TANG, Qing; LI, Pan; COLLIER, Philip, N.; WAAL, Nathan; LAUFFER, David, J.; DORSCH, Warren; WO2012/6055; (2012); A2;,
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