Synthetic Route of 35180-01-9, The chemical industry reduces the impact on the environment during synthesis 35180-01-9, name is Chloromethyl isopropyl carbonate, I believe this compound will play a more active role in future production and life.
To a solution of 4-{3-[3-bromo-4-(difluorophosphonomethyl)benzyl]-2-imino-2,3-dihydro-thiazol-4-yl}benzoic acid (600 mg, 1.14 mmol) in 8 mLN,N-dimethylformamide under nitrogen atmosphere was added diisopropyl ethylamine (0.99 mL, 5.7 mmol) followed by 708 mg (4.62 mmol) of 1-chloromethyl isopropyl carbonate (prepared according to the procedure in EP 0 682 023) and catalytic amount of Nal (80 mg, 10 mol %). The mixture was stirred at 60 C for 14 hours. Solvent wasevaporated under reduced pressure. The residue was dissolved in 30 mL dichloromethane and washed with 20 mL water followed by 20 mL brine, dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure. The residue was purified on silica gel column using dichloromethane (400 mL), 25:1 dichloromethane : ethanol (600 mL) and 15:1 dichloromethane : ethanol (600 mL) and then 12:1 dichloromethane : ethanol to elute the compound. Fractions containing pure compound were combined and evaporated to obtain 275 mg (32 %) of title compound..H NMR (CDC13, 600 MHz): 5 (ppm) 1.31 (s, 12H), 4.50 (s, 2H), 4.94 (m, 1H), 4.96 (m, 1H), 5.61 (s, 2H), 6.00 (s, 2H), 6.84 (s, 1H), 7.28-8.07 (m, 7H); MS (ESI): m/z 750 (M-H)+.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Chloromethyl isopropyl carbonate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; CENGENT THERAPEUTICS, INC.; WO2006/28970; (2006); A1;,
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