With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
Ethyl-7-r(2S)-4-(tgrt-butoxycarbonyl)-2-(hydroxymethvDpiperazin-l-vn-l- cyclopropyl-6-fluoro-8-formyl-4-oxo-l,4-dihvdroquinoline-3-carboxylate (3)tert-Butyl-(3S)-3-(hydroxymethyl)piperazine-l-carboxylate (1) (0.543 g,0.00251 mol) and N-methylpyrrolidinone (20 mL) were added to a 40 mL vial. Ethyl- 1 -cyclopropyl-6,7-difluoro-8-formyl-4-oxo- 1 ,4-dihydroquinoline-3-carboxylate (2) (0.807 g, 0.00251 mol) and N,N-diisopropylethylamine (1.31 mL, 0.00753 mol) were added and the reaction was heated at 50 C overnight. The reaction was checked by HPLC and LC/MS and was shown to be -50% complete. The heat was increased to 75 C overnight. HPLC showed the reaction to be -85% complete with an impurity forming. The reaction was stopped and the mixture was diluted with water. The aqueous was extracted with ethyl acetate (3 x 150 mL). The combined organic layers were washed with water (3 x 50 mL) and brine (25 mL). The organic layer was then dried with sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by silica gel chromatography on 120 g of silica gel using 15% to 50% acetone in dichloromethane as the eluent to afford 800 mg (62%) of the desired product (3) as a yellow solid. MS ES+ 518.2 m/z for [C26H32FN307+H]+; MS ES” 516.2 m/z for [C26H32FN307-H], 314741-40-7
314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.
Reference£º
Patent; ACHAOGEN, INC.; WAGMAN, Allan, Scott; MOSER, Heinz, Ernst; MCENROE, Glenn, A.; AGGEN, James, Bradley; LINSELL, Martin, Sheringham; GOLDBLUM, Adam, Aaron; SIMONS, Lloyd, J.; BELLIOTTI, Thomas, R.; HARRIS, Christina, R.; POEL, Toni-Jo; MELNICK, Michael, J.; GASTON, Ricky, D.; GRIFFIN, John, H.; WO2011/31740; (2011); A1;,
Piperazine – Wikipedia
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