With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.135643-82-2,Methyl 2-((tetrahydro-2H-pyran-2-yl)oxy)acetate,as a common compound, the synthetic route is as follows.
A. Under nitrogen with stirring at room temperature solution of 17beta-hydroxy-5alpha-androstan-3-one (the compound of Formula VII wherein X-Y is STR14 and Z is H, 145.2 g.) in dry dimethylformamide (500 ml.) was added slowly to a suspension of sodium hydride (60%, 48 g.) in dry dimethylformamide (100 ml.). A solution of methyl glycolate tetrahydropyranyl ether (130.5 g.) in dry dimethylformamide (100 ml.) was then slowly added. After continued stirring overnight methanol (50 ml.) was added slowly. The resulting mixture was poured into ice-water (4 1.). The resulting solution was filtered and the filter pad was washed with water. Neutralization of the filtrate with hydrochloric acid (6N) gave a white crystalline solid, which was collected by filtration, washed with water and dried, affording 17beta-hydroxy-2alpha-{[(tetrahydro-2H-pyran-2-yl)oxy]acetyl}-5alpha-androstan-3-one (the compound of Formula VI wherein Q’ is tetrahydropyranyl, X-Y is STR15 and Z is H; 206 g, 96% yield). Recrystallization of part (15.0 g.) of the product from cyclohexane gave a white crystalline solid (12.0 g.) having m.r. 128-131 C.
135643-82-2, As the paragraph descriping shows that 135643-82-2 is playing an increasingly important role.
Reference£º
Patent; Sterling Drug Inc.; US5100882; (1992); A;,
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