With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.159532-59-9,(S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.
159532-59-9, Intermediate 43: [(2S)-1-methyl-2-piperazinyl]methanol (2S)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-2-piperazinecarboxylic acid (Commercial from ACESYS) (1.03 g, 4.47 mmol) was dissolved in dry Tetrahydrofuran (THF) (25 ml) and cooled to 0 C. under nitrogen. Lithium aluminium hydride (11 ml, 11.00 mmol) was added dropwise and the reaction was stirred at 0 C. for 15 mins and allowed to warm to room temperature. The solution was stirred for ?1 hour at room temperature and then heated at reflux overnight. TLC (20% MeOH/DCM+few drops ammonia; visualised by KMnO4) showed the reaction had gone to completion. After cooling, the reaction was cooled to 0 C. and quenched by the dropwise sequential addition of water (0.5 ml), 2M NaOH (0.5 ml) and water (1 ml). The resulting slurry was filtered and washed with THF. The filtrate was evaporated in vacuo and the resulting oil was azeotroped with methanol (*2) to give the title compound as colourless oil (374 mg) LCMS (Method B): Rt=0.18 min, MH+=131
159532-59-9 (S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 40419053, apiperazines compound, is more and more widely used in various fields.
Reference£º
Patent; GLAXO GROUP LIMITED; Atkinson, Francis Louis; Atkinson, Stephen John; Barker, Michael David; Douault, Clement; Garton, Neil Stuart; Liddle, John; Patel, Vipulkumar Kantibhai; Preston, Alexander G.; Shipley, Tracy Jane; Wilson, David Matthew; Watson, Robert J.; US2014/5188; (2014); A1;,
Piperazine – Wikipedia
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