With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.
(i) 3,4-cis-Dihydroxy-pyrrolidine-1-carboxylic acid benzyl ester To a solution of benzyl 3-pyrroline-1-carboxylate (15 g, 90percent, 66.4 mmol) in 100 mL THF and 25 mL water was added osmium tetroxide (10 mL, 2.5 wt. percent solution in 2-methyl-2-propanol, 0.8 mmol) and 4-methylmorpholine N-oxide (8.56 g, 73 mmol) as solid. The mixture was stirred at room temperature overnight and concentrated in vacuo. The residue was re-dissolved in 300 mL ethyl acetate and washed with aqueous Na2SO3 (1.5 g in 100 mL water) solution and aqueous NaHCO3 solution and brine. The combined aqueous layer was extracted once with ethyl acetate (100 mL). The combined organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The crude was further purified by flash column chromatography eluding with 4-5percent MeOH in CH2Cl2 to give 15.26 g product as white solid (97percent yield). 1H NMR (300 MHz, CDCl3) delta7.34 (m, 5H), 5.11 (bs, 2H), 4.26 (m, 2H), 3.66 (m, 2H), 3.41 (m, 2H), 1.56 (bs, 2H).
31970-04-4, As the paragraph descriping shows that 31970-04-4 is playing an increasingly important role.
Reference£º
Patent; Romines III, William Henry; Kania, Robert Steven; Lou, Jihong; Cripps, Stephan; Zhou, Ru; He, Mingying; US2004/19065; (2004); A1;,
Pyrroline – Wikipedia
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