Category: 159532-59-9

159532-59-9, (S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) A solution of lithium aluminium hydride in tetrahydrofuran (1M, 22.0 ml, 22.0 mmol) was added dropwise to a solution of (2S)-1- (TERT-BUTOXYCARBONYL) piperazine-2-carboxylic acid (see US5348955, 1.007 g, 4.38 mmol) in tetrahydrofuran (20 ml) cooled TO-15C. The mixture was allowed to warm to 15C over 1.5 hours and then heated at reflux for 3 hours. The mixture was cooled in an ice bath and then water (0.4 ML) was added dropwise followed by a dilute solution of sodium hydroxide (1M, 0.4 ml) and a further portion of water (1.2 ml). The mixture was stirred at room temperature for 0.5 hours and then allowed to stand overnight. The resultant precipitate was filtered and the residue was washed with diethyl ether. The filtrate was evaporated and the residue purified by silica gel chromatography eluting with a 10% mixture of methanol (containing 10% 7M ammonia in methanol) in dichloromethane to give [(2S)-L-METHYLPIPERAZIN-2-YL] methanol (0.3802 g, 67% yield): H-NMR (CDC13) : 3.88 (dd, 1H), 3.46 (dd, 1H), 2.79-2. 96 (m, 4H), 2.25-2. 35 (m, 1H), 2.33 (s, 3H), 2.00-2. 15 (m, 4H); 13C-NMR (CDC13) : 43.1, 46.3, 49.0, 56.2, 61.6, 63.6., 159532-59-9

159532-59-9 (S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 40419053, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/94410; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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.

Lithium aluminium hydride (1M in THF, 19.5 ml) was added to a solution of (2S)-1- (tert-butoxycarbonyl) piperazine-2-carboxylic acid (1.5 g) in THF (20 ml) at 0C, then the reaction was warmed to room temperature and heated at 60C for 16 hours. The reaction was cooled to 0C and quenched by sequential addition of water (0.75 ml), sodium hydroxide (2N, 0.75 ml) and then water (1.5 ml). The resulting slurry was filtered and concentrated in vacuo and the residue purified by chromatography using DCM to 20% 7N ammonia in methanol in DCM to [(2S)-L-METHYLPIPERAZIN-2-YL] METIZANOL as a white solid (454 mg, 53%) ; NMR spectrum (DMSO-d6) 1. 83 (m, 1H), 1. 98 (dt, 1H), 2.14 (s, 3H), 2.31 (dd, 1H), 2.56 (m, 2H), 2. 68 (m, 1H), 2. 84 (dd, 1H), 3.23 (dd, 1H), 3.52 (dd, 1H).

159532-59-9, As the paragraph descriping shows that 159532-59-9 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/26152; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

159532-59-9, (S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step C (S)-1-(tert-Butyloxycarbonyl)-4-(dipentylcarbamoyl)piperazine-2-carboxylic acid A partial solution of 1.32 g (5.74 mmole) of (S)-1-(tert-butyloxycarbonyl)piperazine-2-carboxylic acid in 25 ml of dried DMF was treated dropwise over 5 min with 1.48 g (11.47 mmole of diisopropylethyl amine at 25 under nitrogen with stirring. The clear solution which resulted was treated dropwise over 15 min with a solution of 1.26 g (5.74 mmole) of dipentylcarbamoyl chloride in 5 ml of DMF and the mixture was stirred under nitrogen at 25 for 16 hr. The solution was concentrated in vacuo and the residue was dissolved in 100 ml of dichloromethane which was extracted with 2*100 ml of 0.5M citric acid and 2*25 ml of water. Without drying, the solution was concentrated in vacuo to 1.85g (78%) of medium yellow oil which was homogeneous by the (silica gel, 1:1:1:1 ethylacetate: n-butanol: acetic acid: water, Rf =0.50). Mass Spectrum (FAB): m/e 414 (M+1), 358 (loss of butyl) 1 H NMR (CDCl3, 400 MHz, ppm): delta0.86 (t, 6H), 1.20 (m, 4H), 1.27 (m, 4H), 2.46 (m, 13H), 2.82 (m, 1H), 3.10 (m, 4H), 3.16 (m, 2H), 3.42 (d of d, 1H), 3.84 (d of d, 1H), 4.04 (d, 1H), 4.61-4.77 (d, 1H).

159532-59-9, As the paragraph descriping shows that 159532-59-9 is playing an increasingly important role.

Reference：
Patent; Merck & Co., Inc.; US5348955; (1994); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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
Piperazines – an overview | ScienceDirect Topics