Category: 55750-48-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, A 250 ml 3-neck flask equipped with a magnetic stirring bar and inside thermometer was charged with 80 ml of saturated sodium bicarbonate solution and 1.84 g (13.5 mmol) of 5-(amino-3-thiavaleric acid, TFA salt (Z2). The solution was cooled to 0 C. by means of an ice-salt bath. Then, 2,5-dioxo-2,5-dihydropyrrol-1-carboxylic acid methyl ester (2.09 g, 13.5 mmol) was added in one portion. The cooled reaction mixture was stirred for 30 minutes. The ice bath was removed and the reaction stirred for additional 3 h at ambient temperature. The reaction mixture was acidified to pH 2 with 1 N hydrochloric acid under constant cooling. The aqueous phase was extracted three times with diethyl ether (250 ml). The combined organic phases were washed twice with 150 ml of sodium bicarbonate solution and once with 150 ml of brine. The organic layer was dried over sodium sulfate and evaporated under reduced pressure without heating. The resulting solid was dissolved in 30 ml of methanol and crystallized at -18 C. The precipitate was filtered, washed with cold hexane and dried to give 1.97 g (9.15 mmol, 69%) of an off-white solid. (1154) 1H-NMR: (MeOD, 200 MHz) delta=6.87 (s, 2H); 3.79 (t, J=6.6 Hz, 2H); 3.31 (s, 2H); 2.89 (t, J=6.6 Hz, 2H). (1155) TLC (hexane/ethyl acetate 1:1): Rf=0.40.

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fresenius Kabi Deutschland GmbH; Knoller, Helmut; Heckmann, Dominik; Hacket, Frank; Zander, Norbert; Nocken, Frank; Lahiri, Saswata; Gupta, Nitin; Sanghani, Sunil; Abul, Azim; Singh, Hemant Kumar; Grewal, Sandeep; Kaur, Sandeep; US2015/297738; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55750-48-6, 22.5 mg (20 mumol) of Intermediate 101 were taken up in 2 ml of 1:1 dioxane/water and then admixed with 5.6 mg (40 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate and with 0.25 ml of saturated sodium hydrogencarbonate solution. The reaction mixture was stirred at RT for 30 min. Then another 0.25 ml of the saturated sodium hydrogencarbonate solution was added and the reaction mixture was stirred at RT for a further 15 min and then concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization, 12.8 mg (50% of theory) of the title compound were obtained as a colourless foam. [1945] HPLC (Method 5): Rt=1.9 min; [1946] LC-MS (Method 1): Rt=0.95 min; MS (ESIpos): m/z=1019 (M+H)+.

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; Lerchen, Hans-Georg; Hammer, Stefanie; Harrenga, Axel; Kopitz, Charlotte Christine; Nising, Carl Friedrich; Sommer, Anette; Stelte-Luowig, Beatrix; Mahlert, Christoph; Schuhmacher, Joachim; Golfier, Sven; Greven, Simone; Bruder, Sandra; US2015/23989; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, 3-(2-{2-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy]ethoxy}ethoxy)propanoic acid 186 mg (555 mumol) of 3-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}propanoic acid trifluoroacetate were dissolved in 2.6 ml of saturated sodium hydrogencarbonate solution and admixed at 0 C. with 86 mg (555 mumol) of N-methoxycarbonylmaleimide. The reaction mixture was stirred at 0 C. for 40 min and at RT for 1 h, then cooled again to 0 C., adjusted to pH 3 with sulphuric acid and extracted 3* with 25 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated. 126 mg (75% of theory) of the title compound were obtained. LC-MS (Method 1): Rt=0.53 min; m/z=302 (M+H)+.

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; Bayer Intellectual Property GmbH; Lerchen, Hans-Georg; Linden, Lars; El Sheikh, Sherif; Willuda, Joerg; Kopitz, Charlotte Christine; Schuhmacher, Joachim; Greven, Simone; Mahlert, Christoph; Stelte-Ludwig, Beatrix; Golfier, Sven; Beier, Rudolf; Heisler, Iring; Harrenga, Axel; Thierauch, Karl-Heinz; Bruder, Sandra; Petrul, Heike; Joerissen, Hannah; Borkowski, Sandra; US2013/66055; (2013); A1;; ; Patent; Bayer Pharma Aktiengesellschaft; Bayer Intellectual Property GmbH; Lerchen, Hans-Georg; Linden, Lars; Sheikh, Sherif El; Willuda, Joerg; Kopitz, Charlotte C.; Schuhmacher, Joachim; Greven, Simone; Mahlert, Christoph; Stelte-Ludwig, Beatrix; Golfier, Sven; Beier, Rudolf; Heisler, Iring; Harrenga, Axel; Thierauch, Karl-Heinz; Bruder, Sandra; Petrul, Heike; Joerissen, Hannah; Brokowski, Sandra; US2014/127240; (2014); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, To a solution of H-Dap (Boc) -OH (1.00 g, 4.9 mmol) in saturated NaHCO3(20 mL) at 0 was added compound 409 (2.30 g, 14.7 mmol) . The reaction was stirred at 0 for 1h, then warmed to r.t. and stirred for another hour. Then 1N KHSO4was added to adjust pH to 6 and the resulting mixture was extracted with EtOAc (2 ¡Á 50mL) . Combined organic layers were dried over Na2SO4, filtered, and concentrated to give compound 519 (0.42 g, 30%yield) . ESI m/z calcd for C12H15N2O6[M-H]-: 283.10, found 283.10.

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, A solution of compound 656 (750 mg, 2 mmol) in THF (2 mL) was added to saturated NaHCO3aqueous solution (30 mL) and then cooled to 0 , compound 409 (622 mg, 4 mmol) was then added and the reaction was stirred at 0 for 1 h. A white solid was collected by filtration (854 mg, 80%yield) . ESI m/z calcd for C24H31N4O10[M+H]+: 535.20, found: 535.20.

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6,55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

First, in analogy to the synthesis described in Intermediate 75, by coupling of N-(tert-butoxycarbonyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-2-carboxy-1-methoxypropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide (Intermediate 26) and (1S,2R)-1-amino-2-phenylcyclopropanecarboxylic acid trifluoroacetate (Intermediate 207) in the presence of O-(7-azabenzotriazol-1-yl)-N,N,N?,N?-tetramethyluronium hexafluorophosphate and subsequent detachment of the Boc protecting group by means of trifluoroacetic acid, the amine compound N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(1S,2R)-1-carboxy-2-phenylcyclopropyl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide was prepared as the trifluoroacetate. [2324] To 22 mg (0.026 mmol) of this compound in 10 ml of methanol were then added 17 mg (0.05 mmol) of 9H-fluoren-9-ylmethyl 6-oxohexyl carbamate (Intermediate 208) and 2.3 mg of acetic acid, and also 11.4 mg (0.12 mmol) of borane-pyridine complex. The reaction mixture was stirred at RT overnight. Then the same amounts of borane-pyridine complex and acetic acid, and also 8 mg of fluoren-9-ylmethyl 6-oxohexyl carbamate, were added once again and the reaction mixture was stirred at RT for a further 24 h. This was followed by concentration under reduced pressure, and the residue was purified by means of preparative HPLC. After concentration of the corresponding fractions, the product was used immediately in the next stage. 33 mg of the still contaminated intermediate were taken up in 5 ml of DMF, and 1 ml of piperidine was added. After stirring at RT for 15 min, the reaction mixture was concentrated and the resulting residue was purified by preparative HPLC. Thus, 11 mg (55% of theory over 2 stages) of the aminocarboxylic acid intermediate were obtained. [2325] HPLC (Method 12): Rt=1.7 min; [2326] LC-MS (Method 11): Rt=0.7 min; MS (ESIpos): m/z=843 (M+H)+. [2327] 6 mg (7.12 mumol) of this intermediate were taken up in 1 ml of dioxane and then admixed with 6.6 mg (42.7 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate and with 5 mul of saturated aqueous sodium hydrogencarbonate solution. The reaction mixture was stirred at RT for 1 h. Then another 3 portions each of 50 mul of the saturated aqueous sodium hydrogencarbonate solution were added and the reaction mixture was stirred at RT for a further 30 min. Then the reaction mixture was acidified to pH 2 with trifluoroacetic acid and subsequently concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization from acetonitrile/water, 4 mg (60% of theory) of the title compound were obtained as a foam. [2328] HPLC (Method 12): Rt=1.9 min; [2329] LC-MS (Method 11): Rt=0.88 min; MS (ESIpos): m/z=923 (M+H)+

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lerchen, Hans-Georg; Hammer, Stefanie; Harrenga, Axel; Kopitz, Charlotte Christine; Nising, Carl Friedrich; Sommer, Anette; Stelte-Luowig, Beatrix; Mahlert, Christoph; Schuhmacher, Joachim; Golfier, Sven; Greven, Simone; Bruder, Sandra; US2015/23989; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, Using a 40 mL vial, a solution of prop-2-yn-1 -amine (500 mg, 9.08 mmol) in 15 mL of sat. aqueous NaHC03 was cooled to 0 C with ice bath and then methyl 2,5-dioxo-2,5-dihydro-1 H- pyrrole-1 -carboxylate (1 .27 g, 8.17 mmol) was added. The reaction mixture was then stirred at the same temperature for 4 h and then extracted wtih 50 mL of CH2CI2 three times. The combined organic layers were dried over Na2S04, concentrated, purified by ISCO (24 g, silica gel) and concentrated to give 1 -(prop-2-yn-1 -yl)-1 H-pyrrole-2,5-dione (i-5). 1 H-NMR (CDCI3, 400 MHz) delta 6.76 (s, 2H), 4.29 (d, 2H, J = 2.8 Hz), 2.21 (t, 1 H, J=2.8 Hz).

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; BURGER, Matthew T.; JIN, Yunho; UNO, Tetsuo; (202 pag.)WO2017/191579; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, EXAMPLE 9; Method for Preparing a Water-soluble Biotinylation Regent that is Reactive with Sulfhydryls or Amines Biotin-4,7,10-trioxa-1,13-tridecanediamine (1.0 g, 2.2 mmol) was dissolved in 12 mL of saturated aqueous sodium bicarbonate and cooled with ice water. N-methoxycarbonyl-maleimide (4.5 mmol, 0.696 g) was added and the reaction stirred at 0 C. for 10 minutes. A 50 mL quantity of water was added to the reaction and the stirring was continued at room temperature for an additional 15 minutes. The solution was extracted with (4¡Á100 mL) chloroform. The combined chloroform extracts were washed with (2¡Á50 mL) water, dried over anhydrous sodium sulfate, and chloroform removed under vacuum. The product was triturated in 100 mL ether and filtered. The isolated product was dried under vacuum to yield 0.57 g (49%) of the compound 18 as a colorless solid; mp=112-114 C.; 1H NMR (MeOH, delta): 1.46 (m, 2H), 1.6-1.8 (m, 9H), 2.2 (t, 2H), 2.7 (d, 1H), 2.9 (dd, 1H), 3.2-3.3 (m, 4H), 3.5-3.6 (m, 15H), 4.3 (m, 1H), 4.5 (m, 1H), 6.8 (s, 2H); IR (KBr, cm-1): 3280, 2910, 2850, 1760, 1690, 1640, 1110, 940; HRMS: calculated for C24H38N4O7S (M+H) is 527.2539, found 527.2526.

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

Reference£º
Patent; Wilbur, D. Scott; Pathare, Pradip M.; Hamlin, Donald K.; Wan, Feng; US2006/228325; (2006); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55750-48-6, 2-([2,2?:6?,2??-terpyridin]-4?-yloxy)ethylamine (3) (290 mg,1.0 mmol) in 40 mL of acetone/water (2/1) was added to a solutionof NaHCO3 (440 mg, 5.3 mmol) and N-methoxycarbonylmaleimide (4)(470mg, 3.0mmol) at 4 C, and the reaction mixturewas stirred for 1 h.The solution was added to water (6 mL) and stirred for 2 h at roomtemperature. The obtained precipitate was collected and washed withwater. The product was recrystallized from acetone/water (4/1).Yield: 220 mg (58%); 1H NMR (400 MHz, CDCl3) delta 8.74 (d, J = 4.8 Hz,2 H), 8.61 (d, J = 8.0 Hz, 2 H), 8.11 (s, 2 H), 7.97 (dd, J = 8.0, 7.5,1.9 Hz, 2 H), 7.44 (dd, J = 7.5, 4.8 Hz, 2 H), 6.75 (s, 2 H), 4.50 (t, J =5.6 Hz, 2 H), 4.05 (t, J = 5.6 Hz, 2 H). 13C NMR (100 MHz, CDCl3) delta170.34, 166.57, 156.78, 155.53, 148.71, 137.21, 134.26, 124.01, 121.54,107.59, 64.86, 36.94.

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

Reference£º
Article; Himiyama, Tomoki; Sauer, Daniel F.; Onoda, Akira; Spaniol, Thomas P.; Okuda, Jun; Hayashi, Takashi; Journal of Inorganic Biochemistry; vol. 158; (2016); p. 55 – 61;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

[4321] 22.5 mg (20 f.tmol) oflntermediate 101 were takenup in 2 ml ofl : 1 dioxane/water and then admixed with 5. 6 mg(40 f.tmol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate and with 0.25 ml of saturated sodium hydrogencarbonatesolution. The reaction mixture was stirred at RT for30 min. Then another 0.25 ml of the saturated sodium hydrogencarbonatesolution were added, and the reaction mixturewas stirred at RT for another 15 min and then concentrated invacuo. The remaining residue was purified by means of preparativeHPLC.Afterlyophilization, 12.8mg(50%oftheory)of the title compound were obtained as a colourless foam.[4322] HPLC (Method 5): R,=l.9 min;[4323] LC-MS (Method 1): R,=0.95 min; MS (ESipos):rnz=1019 (M+Hr.

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

Reference£º
Patent; SEATTLE GENETICS, INC.; LERCHEN, Hans-Georg; LINDEN, Lars; SHEIKH, Sherif El; WILLUDA, Joerg; KOPITZ, Charlotte C.; SCHUHMACHER, Joachim; GREVEN, Simone; MAHLERT, Christoph; STELTE-LUDWIG, Beatrix; GOLFIER, Sven; BEIER, Rudolf; HEISLER, Iring; HARRENGA, Axel; THIERAUCH, Karl-Heinz; BRUDER, Sandra; PETRUL, Heike; JOeRISSEN, Hannah; BORKOWSKI, Sandra; US2015/246136; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem