With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10049-08-8,Ruthenium(III) chloride,as a common compound, the synthetic route is as follows.
[(1S,3R)-1-(Methoxycarbonylamino-methyl)-3-methyl-cyclopentyl]-acetic acid ((1S,3R)-1-Benzyl-3-methyl-cyclopentylmethyl)-carbamic acid methyl ester (2.6 g, 9.9 mmol) and sodium periodate (29.8 g, 140 mmol) were stirred together in carbon tetrachloride (30 mL), acetonitrile (30 mL), and water for 6 hours. The mixture was cooled to 0¡ã C., and ruthenium(III) chloride (0.04 g, 0.2 mmol) was added to the reaction mixture. The reaction was allowed to warm to room temperature and stirred for 20 hours. Diethyl ether (50 mL) was added, and the mixture was then extracted with saturated aqueous sodium hydrogen carbonate (200 mL). The aqueous layer was acidified to pH 1 with 4N hydrochloric acid and re-extracted with ethyl acetate (200 mL), dried (MgSO4), and the solvent was evaporated under reduced pressure. The residue was purified by chromatography (silica gel, eluding with a gradient of heptane to 1:1 heptane:ethyl acetate) to give 0.32 g (14percent) of [(1S,3R)-1-(methoxycarbonylamino-methyl)-3-methyl-cyclopentyl]-acetic acid; Rf (heptane-ethyl acetate, 8:2) 0.30; IR thin film (cm-1) 3338 (NH), 1712 (C=O); 1H-NMR (400 MHz; CDCl3): delta 9.29 (1H, s, COOH), 5.17 (1H, bs, NH), 3.71 (3H, s, OMe), 3.30 (1H, dd, J 14.4, 7.1, CHAHBNH2), 3.17 (1H, dd, J 14.4, 6.6, CHAHBNH2), 2.37 (2H, s, CH2COOH), 2.20-1.00 (7H, m), 1.01 (3H, d, J 6.4, CHMe); MS (ES+) m/z 230 (M+H, 63percent), 481 (M+Na,100).
The synthetic route of 10049-08-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Bryans, Justin Stephen; Blakemore, David Clive; Williams, Sophie Caroline; US2003/69438; (2003); A1;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI