64485-82-1 (Z)-Ethyl 2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetate 6738988, athiazole compound, is more and more widely used in various.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64485-82-1,(Z)-Ethyl 2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetate,as a common compound, the synthetic route is as follows.
Example 4 Preparation of Ethyl (2Z)-2-(2-Aminothiazol-4-yl)-2-(3-N-tert-butoxycarbonylaminopropoxyimino)acetate To a mixture of ethyl 2-amino-alpha-(hydroxyimino)-4-thiazoleacetate (139.9 g, 650 mmol), tert-butyl 3-bromopropylcarbamate (209.0 g, 877.5 mmol) and powdered potassium carbonate (157.2 g, 1137.5 mmol) was added DMF (550 mL) and water (24.4 mL). The resulting mixture was stirred at 30 C. for about 11 h. The reaction mixture was cooled to room temperature and ethyl acetate (2.3 L) and water (1.7 L) were added and the resulting mixture was stirred for 5 min. The mixture was allowed to stand for 60 min and the lower layer (aqueous layer) was separated and discarded. An aqueous sodium bicarbonate solution (10 wt. %, 600 mL) was added and the resulting mixture was stirred for 5 min. The mixture was allowed to stand for 60 min and the lower layer (aqueous layer) was separated and discarded. An aqueous sodium chloride solution (10 wt. %, 600 mL) was added and the resulting mixture was stirred for 5 min. The mixture was allowed to stand for 60 min and the lower layer (aqueous layer) was separated and discarded. The organic layer was concentrated to a volume of about 600 mL. Hexanes (250 mL) were added dropwise to the concentrate with gently stirring at 0 C. for 1 h to form a precipitate. The precipitate was collected by vacuum filtration to give the title compound (232 g, 96% yield) as an off-white crystalline solid. 1H NMR (400 MHz, DMSO-d6) delta 7.25 (s, 2H), 6.89 (s, 1H), 6.82 (brs, 1H), 4.26 (q, J=8 Hz, 2H), 4.08 (t, J=6.4 Hz, 2H), 2.97 (q, J=6.4 Hz, 2H), 1.72 (m, J=6.4 Hz, 2H), 1.37 (s, 9H), 1.26 (t, J=8 Hz, 3H).
64485-82-1 (Z)-Ethyl 2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetate 6738988, athiazole compound, is more and more widely used in various.
Reference£º
Patent; THERAVANCE, INC.; Zhang, Weijiang; Cheung, Ronnie; Filipov, Dimitar; Green, Jack; Lee, Junning; US2014/274877; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica