With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.
Step A – (5-Hydroxymethyl-isoxazol-3-yl)-diphenyl-methanol; A solution of triethylamine (69 ml_) in ether (31 mL) was added slowly over 4 h with the aid of a syringe pump to a briskly stirred solution of propargyl alcohol (37.5 mL) and ethyl 2-chloro-2-(hydroxyimino)acetate (75 g) in ether (500 mL) at room temperature. The reaction mixture was then allowed to stir overnight, filtered and the filtrate washed with water (twice). The aqueous phases were combined, saturated with sodium chloride and re-extracted with ethyl acetate (twice). The combined organic phases were dried (MgSO4), filtered and evaporated in vacuo to give a thick oil (82 g) comprised mainly of delta-hydroxymethyl-isoxazole-S-carboxylic acid ethyl ester. This was dissolved in THF (700 mL), cooled to -10DC and treated with a solution of phenylmagnesium chloride (750 mL, 2.0 M in THF) keeping the temperature below -2C. The reaction mixture was warmed to room temperature and stirred for 1 h. The reaction mixture was poured carefully into ice-cold concentrated hydrochloric acid (200 mL) and ice (500 mL) and the layers separated. The aqueous layer was extracted with ether. The combined organic layers were washed with brine, dried, filtered and evaporated in vacuo. Trituration with ether gave (5- hydroxymethyl-isoxazol-3-yl)-diphenyl-methanol (82.3 g, 59% (2 steps)) as a white solid. 1H NMR (300 MHz, DMSO): delta 7.39-7.25 (m, 10 H), 6.82 (s, 1 H), 6.34 (s, 1 H), 5.62 (t, J = 6.0 Hz, 1 H), 4.54 (d, J = 6.0 Hz, 2 H)., 123770-62-7
As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.
Reference£º
Patent; ARGENTA DISCOVERY LIMITED; ASTRAZENECA AB; NADIN, Alan, John; OSBOURN, Susan, Elizabeth; TISSELLI, Patrizia; RAY, Nicholas, Charles; WO2010/18352; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem