Analyzing the synthesis route of 31166-44-6

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: N-Cbz piperazine (0.55 g, 2.48 mmol, 1 eq) and carboxylic acid 8c?g (2.48 mmol, 1 eq) were dissolved in dry DMF (10 mL), the reaction mixture flushed with argon and cooled to 0 ¡ãC. N-methyl morpholine (NMM; 7.44 mmol,3 eq), hydroxybenzotriazole hydrate (HOBt; 2.98 mmol,1.2 eq) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimidehydrochloride HCl salt (EDC; 3.22 mmol, 1.3 eq) were slowly added. The reaction mixture was stirred under argon atmosphere for 5 h at 0 ¡ãC and an additional 15 h at room temperature. DMF was evaporated under reduced pressure and the residue redissolved in dichloromethane (10 mL).The dichloromethane phase was washed with H2O (1 x 10 mL), a 1 M HCl solution (3 x 10 mL), saturated aqueous NaHCO3 solution (3 9 10 mL), brine (1 x 20 mL), dried over Na2SO4, filtered, and the solvent evaporated under reduced pressure. The crude product was purified by flash column chromatography using ethyl acetate/hexane solvents as eluents to afford compounds 9c?g.

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Juki?, Marko; Frlan, Rok; Chan, Fiona; Kirby, Robert W.; Madge, David J.; Tytgat, Jan; Peigneur, Steve; Anderluh, Marko; Kikelj, Danijel; Medicinal Chemistry Research; vol. 24; 6; (2015); p. 2366 – 2380;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Compound 6 (200 mg, 0.43 mmol), N-Cbz-piperazine (113 mg, 0.52 mmol), DhbtOH (81 mg, 0.49 mmol) were dissolved in DMF (3 ml) under argon at 0 ¡ãC. DCC (106 mg, 0.52 mmol) in DMF (0.5 ml) was added. The reaction was stirred at 0 ¡ãC for 1 h and then at room temperature overnight. The DCU precipitate was removed by filtration. The crude mixture was purified by flash chromatography on a Flasmaster II using an Isolute propylene disposable flash column and the following gradient: EtOAc/hexane 0:100–>50:50 and then CHCl3/MeOH 100:0–>90:10 to yield the title compound as a yellow wax (233 mg, 81percent). Rf = 0.2 (5percent MeOH in CH2Cl2); 1H NMR (500 MHz; CDCl3) delta 9.82 (s, 1H, NH), 7.66-7.29 (m, 16H, H-Ar and CHN), 5.60 (d, 1H, J = 7.7 Hz, CHCO), 3.77-3.25 (m, 13H, CH2CH2OSi, CHCH2N, CH2CHCH, 4 x CH2CH2N), 1.85-1.67 (m, 2H, CH2CH2CH), 1.04-0.94 (s, 9H, (CH3)3C); 13C NMR (125 MHz; CDCl3) delta 171.2 (C), 164.1 (C), 154.0 (C), 150.8 (C), 146.2 (CH), 136.3 (C), 135.5 (C), 133.0 (C), 130.3 (C), 128.3 (C), 128.1 (C), 127.8 (C), 101.3 (CH), 68.1 (CH2), 61.5 (CH2), 51.8 (CH2), 45.4 (CH2), 41.8 (CH2), 36.6 (CH), 33.4 (CH2), 26.9 (CH3), 19.1 (C); LRMS (ES+) m/z 669.3 [M+H]+; HRMS (ES+) found 669.3128 [M+H]+, inlMMLBox requires 669.3157., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Baragan?a, Beatriz; McCarthy, Orla; Sa?nchez, Paula; Bosch-Navarrete, Cristina; Kaiser, Marcel; Brun, Reto; Whittingham, Jean L.; Roberts, Shirley M.; Zhou, Xiao-Xiong; Wilson, Keith S.; Johansson, Nils Gunnar; Gonza?lez-Pacanowska, Dolores; Gilbert, Ian H.; Bioorganic and Medicinal Chemistry; vol. 19; 7; (2011); p. 2378 – 2391;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 1-Cbz-Piperazine

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PIPERAZINE-L-CARBOXYLIC acid benzyl ester (1.03 g, 4. 68 mmol. 1.0 eq. ) and 4- TETRAIDROPIRANIL aldeide (0.8 mg, 7. 0 mmol, 1. 5 eq. ) are dissolved in 20 ml of anhydrous DCM. Na (OAC) 3BH (1. 48 g, 7.0 mmol, 1. 5 eq.) are added to this opalescent solution. The reaction is left under magnetic stirring and under a nitrogen atmosphere at room temperature for 2 hours. When the reaction is completed the solvent is removed by evaporation under reduced pressure. AcOEt (20 mL) and a IN solution OF NAOH (20 mL) are added and the biphasic system transferred to a separatory funnel. The phases are separated and the organic phase is washed with water and brine, dried on NASO,}, FILTERED and the solvent removed by evaporation under reduced pressure. 4- (Tetrahydro-pyran-4-ylmethyl)-piperazine-1-carboxylic acid benzyl ester (20) is obtained as a colourless oil (1. 3 g, 4. 08 mmol, yield = 87percent) H1 NMR (No., DMSO-D6, 300 MHZ) : 1.10 (qd, 2H, He, J= 6.3, 13.5 Hz) ; 1.59 (d, 2H, HD, J = 12. 6 Hz); 1.72 (M, 1H, HE) ; 2.30 (m, 4H, Hh); 2.63 (m, 2H, Hl); 3.23-3. 37 (m, 4H+2H, Hg + Hb), 3.80-3. 84 (M, 2H, Ha), 5.07 (s, 2H, PHCH2) ; 7.31-7. 40 (M, 5H, ArH)., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MENARINI RICERCHE S.P.A.; WO2004/94412; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of piperazine derivative (1.1 equiv) and benzimidazole-carboxylic acid derivative (1 equiv) in DMF (1 mL), (benzotriazol-1 -yloxy)tris(dimethylamino)phosphoniumhexafluorophosphate (BOP) (0.24 g, 0.55 mmol, 1 .3 equiv) and diisopropylethylamine(0.22 mL, 1.26 mmol, 3 equiv) were added. The reaction mixture was stirred at roomtemperature for 1 6h then NaCisat was added. The aqueous phase was extracted with ethylacetate (3x), then the combined organic phases were washed with 5percent NaHCO3 andNaCIsat, dried over MgSO4 and concentrated. The crude product was purified by columnchromatography (PE/EtOAc or CH2CI2/MeOH) to obtain the desired product, 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE D’ORLEANS; AGROFOGLIO, Luigi; ROY, Vincent; PLEBANEK, Elzbieta; BESSIERES, Maxime; (105 pag.)WO2018/50771; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 31166-44-6

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

To a suspension of Intermediate 10A (50 mg, 0.17 mmol) and Pd2(dba)3 (15 mg, 0.017 mmol) in toluene (2 mL) was added Xantphos (29 mg, 0.050 mmol), benzyl piperazine-l-carboxylate (37 mg, 0.17 mmol), followed by sodium tert-butoxide (48 mg, 0.50 mmol). The reaction mixture was stirred at 70 ¡ãC for 16 h, and then filtered. The filtrate was concentrated and purified by flash chromatography using a 15 min gradient from 0 to 100percent EtOAc in hexanes to give Intermediate 10B (70 mg, 0.16 mmol, 96percent yield). LC-MS (ESI) m/z 440.1 (M+H), RT = 2.27 min (Method B).

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HU, Carol Hui; QIAO, Jennifer X.; WANG, Tammy C.; WO2013/151923; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 31166-44-6

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 Preparation of 4-Benzoxazol-2-yl-piperazine-1-carboxylic acid benzyl ester A mixture of 2-chlorobenzoxazole (1.00 g, 6.51 mmol), benzyl 1-piperazinecarboxylate (1.43 g, 6.51 mmol), and K2CO3 (1.80 g, 13.0 mmol) in DMF (13 mL) was stirred at 100¡ã C. overnight, cooled, diluted with water, and extracted with EtOAc. The extracts were combined, washed with water and brine, dried over Na2SO4 and concentrated in vacuo to provide the title compound (1.70 g, 77percent), characterized by NMR and mass spectral analyses.

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wyeth; US2007/281945; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 31166-44-6

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

General procedure: To a 0.25 M solution of 28 (1.0 eq.) in DMF, secondary amine (1.2 eq.), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.2 eq.), and HOBt.H2O (1.2 eq.) were added. The mixture was stirred at room temperature for 16 hours, then poured into water (20 x DMF volume), and extracted with EtOAc (x3). The combined organic layer was washed with brine, and dried over anhydrous Na2SO4. After evaporation, the resulting residue was purified by silica gel chromatography (MeOH/CHCl3) to afford the product.

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Article; Nakano, Hirofumi; Hasegawa, Tsukasa; Imamura, Riyo; Saito, Nae; Kojima, Hirotatsu; Okabe, Takayoshi; Nagano, Tetsuo; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2370 – 2374;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 31166-44-6

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 Preparation of 4-Benzoxazol-2-yl-piperazine-1-carboxylic acid benzyl ester A mixture of 2-chlorobenzoxazole (1.00 g, 6.51 mmol), benzyl 1-piperazinecarboxylate (1.43 g, 6.51 mmol), and K2CO3 (1.80 g, 13.0 mmol) in DMF (13 mL) was stirred at 100¡ã C. overnight, cooled, diluted with water, and extracted with EtOAc. The extracts were combined, washed with water and brine, dried over Na2SO4 and concentrated in vacuo to provide the title compound (1.70 g, 77percent), characterized by NMR and mass spectral analyses.

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wyeth; US2007/281945; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 31166-44-6

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of benzyl piperazine-1 -carboxylate (500.00 mg, 2.27 mmol) in 1 ,4-Dioxane (30.00 mL) were added 37percent HCHO (77.32 mg, 2.27 mmol) and 1-ethoxyphosphonoyloxyethane (2.27 mmol). Thereaction mixture was stirred at r.t. for 30 mm and then heated at 90-100 00 for 1 h. The mixture was poured into water (100 mL) and extracted with EtOAc (100 mLx3). The combined organic phases were washed with brine (1 00 mL), dried over anhydrous Mg504 and concentrated. The residue was purified by flash column chromatography on silica gel (Petroleum Ether:EtOAc = 1:1) to afford 4.2 (700.00 mg, 1 .89 mmol, 83percent yield). MS (ESI) m/z = 371 [M¡ÂH]. 1H NMR (400 M, ODd3), oe 7.377.32 (m, 5H), 5.13 (s,2H), 4.21 4.1 1 (m, 4H), 3.55 (s, 4H), 2.82 (d, 2H, J = 116 Hz), 2.65 (m, 4H), 1.35 (m, 6H).

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Patent; UNITY BIOTECHNOLOGY, INC.; BACKES, Bradley; W. VON GELDERN, Thomas; CHEN, Bing; (121 pag.)WO2017/101851; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Step A: Preparation of 2a; According to general procedure C, 2a was obtained with 1a (0.25 mL, 5.18 mmol, 1.0 eq.), EDC (324 mg, 10.36 mmol, 2.0 eq.), DMAP (317 mg, 10.36 mmol, 2.0 eq.) and N-methylpyrrole-2-carboxylic acid (329 mg, 10.36 mmol, 2.0 eq.). The mixture was washed first with a saturated solution of ammonium chloride, then with 1 N HCl and at the end with a saturated solution of sodium carbonate. The residue was purified by flash chromatography on silica gel, eluting with cyclohexane-ethyl acetate (8:2 to 1:1) to afford 2a (420 mg, 98percent) as a colorless oil.MS (ESI+) (+0.1percent HCOOH): 328.12 [C18H21N3O3+H]+ (m/z); “General method C” (peptide coupling) consists of adding 1.2 to 2.0 equivalents of EDCl and 1.2 to 2.0 equivalents of HOBt or DMAP and 1.2 to 2.0 equivalents of heteroaryl carboxylic acid, at 0¡ã C., to a 0.2 to 0.6M solution within DMF of protected amino(piperidine) derivative N-Boc or N-CBz. The mixture is maintained under stirring at ambient temperature for 16 to 18 hours, then diluted with ethyl acetate and washed with water. The solution is then dried and concentrated to dryness under reduced pressure, then the residue is purified by chromatography over silica eluting with the cyclohexane-ethyl acetate mixture., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Vetoquinol SA; US2010/9980; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics