Brief introduction of (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

848482-93-9,848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (500 mg, 2.171 mmol) in 1,4-dioxane (5 mL) and water (20 mL) was added potassium carbonate (1200 mg, 8.69 mmol) followed by (9Hfluoren-9-yl)methyl carbonochloridate (562 mg, 2.171 mmol) at 0° C. The mixture was stirred at RT for 18hrs and then treated with water (10 ml). The resulting mixture was extracted with diethyl ether (2×15 ml).The aqueous phase was acidified with aq. HCl (1M) to pH 2-3, and extracted with DCM (3×20 ml). Thecombined organic layers were dried over MgSO4 and concentrated to give the crude product. The crudeproduct was purified via prep HPLC (10-100percent CH3CN:Water with 0.1percent TFA buffer) to afford the product(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (294 mg,30percent yield) as a white solid. 1H NMR (500 MHz, methanol-d4) d 7.83 (t, J=6.6 Hz, 2H), 7.68-7.58 (m,2H), 7.45-7.38 (m, 2H), 7.38-7.30 (m, 2H), 4.65 (br. s., 1H), 4.58 (d, J=13.7 Hz, 1H), 4.55-4.39 (m, 3H),4.33-4.18 (m, 1H), 2.91-2.85 (m, 4H), 1.47 (s, 9H). ESI-MS(+) m/z=475 (M+Na).

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

848482-93-9,848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (500 mg, 2.171 mmol) in 1,4-dioxane (5 mL) and water (20 mL) was added potassium carbonate (1200 mg, 8.69 mmol) followed by (9Hfluoren-9-yl)methyl carbonochloridate (562 mg, 2.171 mmol) at 0° C. The mixture was stirred at RT for 18hrs and then treated with water (10 ml). The resulting mixture was extracted with diethyl ether (2×15 ml).The aqueous phase was acidified with aq. HCl (1M) to pH 2-3, and extracted with DCM (3×20 ml). Thecombined organic layers were dried over MgSO4 and concentrated to give the crude product. The crudeproduct was purified via prep HPLC (10-100percent CH3CN:Water with 0.1percent TFA buffer) to afford the product(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (294 mg,30percent yield) as a white solid. 1H NMR (500 MHz, methanol-d4) d 7.83 (t, J=6.6 Hz, 2H), 7.68-7.58 (m,2H), 7.45-7.38 (m, 2H), 7.38-7.30 (m, 2H), 4.65 (br. s., 1H), 4.58 (d, J=13.7 Hz, 1H), 4.55-4.39 (m, 3H),4.33-4.18 (m, 1H), 2.91-2.85 (m, 4H), 1.47 (s, 9H). ESI-MS(+) m/z=475 (M+Na).

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 848482-93-9

848482-93-9, As the paragraph descriping shows that 848482-93-9 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.848482-93-9,(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(EtOAc (200 mL x 2) and the acidic solution containing the desired mono-Boc product was then taken on in the synthesis. The aqueous acidic solution of 4-Boc-piperazine-2-carboxylic acid prepared above was basified to pH 9 with 50% NaOH. Sodium carbonate (10.6 g, 100 mmol) was added with stirring. A solution of 9-fluorenylmethyl chloro formate (15.27 g) in dioxane (50 mL) was added with an ice bath. The reaction was stirred at 0 0C for 5 hr. and at ambient temperature overnight. The reaction mixture was acidified to pH 2 and extracted with EtOAc twice. The combined organic layer was washed with brine and dried over Na2SO4. The solution was concentrated under vacuum to about 100 mL and hexane was added. The precipitate was collected and dried under vacuum to give 17.34 g (78% for 2 steps) of product as white solid.

848482-93-9, As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

Reference:
Patent; XTL BIOPHARMACEUTICALS LTD; WO2008/48589; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 848482-93-9

As the paragraph descriping shows that 848482-93-9 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.848482-93-9,(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

848482-93-9, To a stirred suspension of (5)-4-(tert-butoxycarbonyl) piperazine-2-carboxylic acid (1.0 g, 4.34 mmol) in water (5 rnL) was added solid NaHC03 (0.73 g, 8.68 mmol) at room temperature. The reaction mixture was stirred at room temperature to get clear solution. Solution of CBZ-CI (1.22 mL, 8.68 mmol) in 1,4-dioxane (10 mL) was added dropwise and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2×20 mL). The aqueous layer was acidified with 0.5M aqueous HC1 to pH 5 and extracted with EtOAc (2×50 mL). The combined organic layers were dried over anhydrous a2S04, filtered, and concentrated under reduced pressure to afford the title compound (1.30 g) as white solid.

As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BLIZZARD, Timothy Allen; BIFTU, Tesfaye; WO2013/148478; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 848482-93-9

The synthetic route of 848482-93-9 has been constantly updated, and we look forward to future research findings.

848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of octanal (0.68 mL, 4.3 mmol) in tetrahydrofuran (2 mL) was added to a stirred solution of (S)-piperazine-l , 3-dicarboxylic acid 1-tert-butyl ester (1.0 g, 4.3 mmol) in tetrahydrofuran (1 15 mL). Acetic acid (0.9 mL, 15.8 mmol) was added to the solution. After stirring the reaction mixture for 30 minutes, sodium triacetoxyborohydride (1.37 g, 6.5 mmol) was added in portions over 5 minutes and the mixture stirred for 18h. The mixture was then filtered through Celite and the filtrate evaporated to an oil (1.47 g). The oil was stirred with diethyl ether (20 mL) and the insoluble solid was filtered off and purified by column chromatography over silica gel, eluting with a gradient of methanol/ethyl acetate to give the title compound as a white solid (287 mg, 0.84 mmol, 19%), m/z 343 (MuEta ‘ ). C18H34N2O4 exact mass 342.25., 848482-93-9

The synthetic route of 848482-93-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEW PHARMA LICENCE HOLDINGS LIMITED; BROWN, Pamela; DAWSON, Michael; SIMONOVIC, Mona; BOAKES, Steven; DUPERCHY, Esther; STANWAY, Steven James; WILSON, Antoinette; MOSS, Stephen Frederick; WO2015/135976; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 848482-93-9

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (500 mg, 2.171 mmol) in 1,4-dioxane (5 mL) and water (20 mL) was added potassium carbonate (1200 mg, 8.69 mmol) followed by (9Hfluoren-9-yl)methyl carbonochloridate (562 mg, 2.171 mmol) at 0 C. The mixture was stirred at RT for 18hrs and then treated with water (10 ml). The resulting mixture was extracted with diethyl ether (2¡Á15 ml).The aqueous phase was acidified with aq. HCl (1M) to pH 2-3, and extracted with DCM (3¡Á20 ml). Thecombined organic layers were dried over MgSO4 and concentrated to give the crude product. The crudeproduct was purified via prep HPLC (10-100% CH3CN:Water with 0.1% TFA buffer) to afford the product(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (294 mg,30% yield) as a white solid. 1H NMR (500 MHz, methanol-d4) d 7.83 (t, J=6.6 Hz, 2H), 7.68-7.58 (m,2H), 7.45-7.38 (m, 2H), 7.38-7.30 (m, 2H), 4.65 (br. s., 1H), 4.58 (d, J=13.7 Hz, 1H), 4.55-4.39 (m, 3H),4.33-4.18 (m, 1H), 2.91-2.85 (m, 4H), 1.47 (s, 9H). ESI-MS(+) m/z=475 (M+Na)., 848482-93-9

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 848482-93-9

As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

848482-93-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.848482-93-9,(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(EtOAc (200 mL x 2) and the acidic solution containing the desired mono-Boc product was then taken on in the synthesis. The aqueous acidic solution of 4-Boc-piperazine-2-carboxylic acid prepared above was basified to pH 9 with 50percent NaOH. Sodium carbonate (10.6 g, 100 mmol) was added with stirring. A solution of 9-fluorenylmethyl chloro formate (15.27 g) in dioxane (50 mL) was added with an ice bath. The reaction was stirred at 0 0C for 5 hr. and at ambient temperature overnight. The reaction mixture was acidified to pH 2 and extracted with EtOAc twice. The combined organic layer was washed with brine and dried over Na2SO4. The solution was concentrated under vacuum to about 100 mL and hexane was added. The precipitate was collected and dried under vacuum to give 17.34 g (78percent for 2 steps) of product as white solid.

As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

Reference£º
Patent; XTL BIOPHARMACEUTICALS LTD; WO2008/48589; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 848482-93-9

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

848482-93-9, To a stirred suspension of (5)-4-(tert-butoxycarbonyl) piperazine-2-carboxylic acid (1.0 g, 4.34 mmol) in water (5 rnL) was added solid NaHC03 (0.73 g, 8.68 mmol) at room temperature. The reaction mixture was stirred at room temperature to get clear solution. Solution of CBZ-CI (1.22 mL, 8.68 mmol) in 1,4-dioxane (10 mL) was added dropwise and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2×20 mL). The aqueous layer was acidified with 0.5M aqueous HC1 to pH 5 and extracted with EtOAc (2×50 mL). The combined organic layers were dried over anhydrous a2S04, filtered, and concentrated under reduced pressure to afford the title compound (1.30 g) as white solid.

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BLIZZARD, Timothy Allen; BIFTU, Tesfaye; WO2013/148478; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 848482-93-9

848482-93-9, As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(Methylcarbamoyl)-L-valine (2.0 g, 11.4 mmol) was dissolved in DMF (15 mL) at room temperature. HATU (4.34 g, 11.4 mmol) and di/sopropyl ethylamine (1.47 g, 1 1.4 mmol) were added and stirring was continued. After 10 minutes, solid piperazine-1,3-dicarboxylic acid l-tert-butyl ester (2.62 g, 1 1.4 mmol) was added. To the resultant suspension was added DMF (10 mL) and diwopropyl ethylamine (1.47 g, 11.4 mmol). Stirring at room temperature was continued. After 45 min, HATU (4.34 g, 11.4 mmol) and diwopropyl ethylamine (1.47 g, 11.4 mmol) were added to the resultant yellow solution followed by amino-(4’bromo) acetophenone hydrochloride salt (2.85 g, 11.4 mmol). After 30 minutes all volatiles were removed in vacuo. The crude material was taken into EtOAc and the organic layer was washed with aqueous HCl (1 M), aqueous LiCl (5%), aqueous bicarbonate solution, brine and was dried over sodium sulfate. Filtration and evaporation of solvents in vacuo yielded crude material, which was purified by flash chromatography on silica gel (eluent: EtOAc w MeOH 10%/ hexanes) to yield the product 3-[2-(4-Bromo-phenyl)-2-oxo- ethylcarbamoyl]-4-(2-methoxycarbonylamino-3-methyl-butyryl)-piperazine- 1 -carboxylic acid tert-butyl ester (3.62 g): LCMS-ESI+: calc’d for C25H35BrN4O7: 583.4 (M+); Found: 583.2 / 585.2 (M+H+).

848482-93-9, As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

Reference£º
Patent; GILEAD SCIENCES, INC.; GUO, Hongyan; KATO, Darryl; KIRSCHBERG, Thorsten, A.; LIU, Hongtao; LINK, John, O.; MITCHELL, Michael, L.; PARRISH, Jay, P.; SQUIRES, Neil; SUN, Jianyu; TAYLOR, James; BACON, Elizabeth, M.; CANALES, Eda; CHO, Aesop; KIM, Choung, U.; COTTELL, Jeromy, J.; DESAI, Manoj, C.; HALCOMB, Randall, L.; KRYGOWSKI, Evan, S.; LAZERWITH, Scott, E.; LIU, Qi; MACKMAN, Richard; PYUN, Hyung-Jung; SAUGIER, Joseph, H.; TRENKLE, James, D.; TSE, Winston, C.; VIVIAN, Randall, W.; SCHROEDER, Scott, D.; WATKINS, William, J.; XU, Lianhong; YANG, Zheng-Yu; KELLAR, Terry; SHENG, Xiaoning; CLARKE, Michael, O’Neil, Hanrahan; CHOU, Chien-hung; GRAUPE, Michael; JIN, Haolun; MCFADDEN, Ryan; MISH, Michael, R.; METOBO, Samuel, E.; PHILLIPS, Barton, W.; VENKATARAMANI, Chandrasekar; WO2010/132601; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 848482-93-9

The synthetic route of 848482-93-9 has been constantly updated, and we look forward to future research findings.

848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred mixture of (5)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (1.0 g, 4.34 mmol) and a2C03 (0.90 g, 10.80 mmol) in water (10 mL) was added solution of FMOC-C1 (1.23 g, 4.77 mmol) in 1,4-dioxane (10 mL) dropwise at 0 C. The reaction mixture was stirred at room temperature for 16 h then diluted with water (50 mL) and washed with MTBE (25 mL). The aqueous layer was acidified with IN aqueous HQ (10 mL) to pH 2 and extracted with EtOAc (3 x 50 mL). The combined organic extracts were washed with brine solution (50 mL), dried over anhydrous a2S04, filtered and concentrated to afford the title compound (0.87 g) as an off- white solid. The crude product was used in the next step without purification., 848482-93-9

The synthetic route of 848482-93-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BLIZZARD, Timothy Allen; BIFTU, Tesfaye; WO2013/148478; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics