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95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various.

95715-86-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95715-86-9,Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (S)-2, 2-Dimethyl-oxazolidine-3, 4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester (435 mg, 1.678 mmol) in THF (5 ml) under nitrogen atmosphere was added 1 N-LiAIH4 (5 ml, 5.033 mmol) at degrees C and the mixture was stirred at room temperature for 1 h. The mixture was quenched with water and 10% NaOH solution, filtered through celite. The filtrate was diluted with EtOAc and washed with brine, dried over MgS04, filtered, and concentration in vacuo. The obtained residue was purified by flash chromatography eluting with 5: 1 Hexane/Ethyl acetate to give the (R)-4-Hydroxymethyl-2, 2-dimethyl- oxazolidine-3-carboxylic acid ter-butyl ester (383 mg, 99%) as a white solid. To a solution of (R)-4-Hydroxymethyl-2, 2-dimethyl-oxazolidine-3-carboxylic acid ter-butyl ester (383 mg, 1.656 mmol) in anhydrous pyridine (4 ml) under nitrogen atmosphere was added tosyl chloride (631 mg, 3.312 mmol) at 0 degrees C and the mixture was stirred for 24 h. The reaction mixture was concentrated under reduced pressure and diluted with EtOAc, washed with brine, dried over MgS04, filtered, and concentrated. Recrystallization from EtOAc-n-hexane to give the title compound (554 mg, 87%). 1H-NMR (300MHz, CDCI3) : 1.40 (s, 9H), 1.54 (s, 3H), 2.45 (s, 3H), 3.78-4. 20 (m, 5H), 7.40 (d, 2H), 7.81 (d, 2H); MS (ESI+) : 408 ([M+Na] +).

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; WO2005/87700; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem