Tag: 25021-08-3

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Trifluoroacetic Acid/L-alanyl-N5-carbamoyl-N-(4-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}phenyl)-L-ornithinamide (1:1) The title compound was prepared from 1,4-phenylenediamine sequentially according to classical methods of peptide chemistry. In the first step, 942 mg (8.72 mmol) of 1,4-phenylenediamine were monoacylated with 0.8 g (2.9 mmol) of N2-(tert-butoxycarbonyl)-N5-carbamoyl-L-ornithine in the presence of HATU and N,N-diisopropylethylamine. In the second step, in an analogous manner, the second anilinic amino group was acylated with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine. Deprotection with TFA, coupling with 2,5-dioxopyrrolidin-1-yl N-(tert-butoxycarbonyl)-L-alaninate and another deprotection with TFA then gave, in 3 further synthesis steps, the title compound, 148 mg of which were obtained by this route. LC-MS (Method 1): Rt=0.21 min; MS (ESIpos): m/z=474 (M+H)+. LC-MS (Method 4): Rt=0.2 min; MS (ESIpos): m/z=474 (M+H)+.

As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

Reference£º
Patent; Bayer Pharma Aktiengesellschaft; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; MARX, Leo; STELTE-LUDWIG, Beatrix; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (684 pag.)US2018/169256; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The carboxylic acid of ligand HL was activated according to a published procedure [16] . Briefly, a solution of HL (48?mg, 0.309?mmol) and DCC (64?mg, 0.309?mmol), dissolved in 1?mL of anhydrous DMF, was sonicated in an ultrasonic bath for 15?min at room temperature. The colorless solution became dark red and a white solid (dicyclohexylurea, DCU) precipitated. Then the precipitate was separated by centrifugation and the supernatant was added very slowly (dropwise for 30?min) to a suspension of (OC-6-44)-diamminedichloridohydroxido(2-hydroxyethanolato)platinum(IV), 2, (100?mg, 0.276?mmol) in 5?mL of anhydrous DMF. The reaction was carried out overnight at room temperature. The mixture was then cooled to -20?C for about 30?min and the precipitate was eliminated by filtration (PTFE filter with a porosity 0.45?mum). The solvent was evaporated by a rotary evaporator and the yellow oil obtained was dissolved in ultrapure water, in order to allow the precipitation of the remained DCU. The yellow solution was filtered (0.45?mum porosity), the water was removed under reduced pressure and the reaction product was precipitated with acetone/diethyl ether and then dried in vacuo. Yield: 83?mg (60%). 1H NMR (D2O) delta: 1.19 (t, 3H, -OCH2CH3, 3J?=?6.95?Hz), 3.43 (q, 2H, -OCH2CH3, 3J?=?6.95?Hz), 4.39 (s, 2H, -OCOCH2), 6.97 (s, 2H, -NCOCH=CH) ppm; 13C NMR (D2O) delta: 16.1 (-OCH2CH3), 40.0 (-OCOCH2), 67.7 (-OCH2CH3), 134.7 (-NCOCH=CH), 172.4 (-NCOCH=CH), 176.3 (-OCOCH2) ppm; 195Pt NMR (D2O) delta: 904?ppm (multiplet of five lines, 1JPt-N?=?197.4?Hz). ESI-MS (positive ion mode): 500?m/z [M?+?H]+, calcd for C8H16Cl2N3O5Pt [M?+?H]+ 500?m/z. Elem. Anal. found: C 19.58; H 3.24; N 8.13%.; calcd. for C8H15Cl2N3O5Pt: C 19.25; H 3.03; N 8.42%.

25021-08-3 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 319935, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Gabano, Elisabetta; Perin, Elena; Bonzani, Diego; Ravera, Mauro; Inorganica Chimica Acta; vol. 488; (2019); p. 195 – 200;,
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.25021-08-3,2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

General procedure: A mixture of compound [3-7]a-i (0.01mole) and thionyl chloride (0.01mole) placed in dry benzene (10 ml.) and refluxed for 7 hours. The excess of thionyl chloride and benzene were removed under vacuum after cooling .

25021-08-3 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 319935, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Samir, Ali H.; Saeed, Ruwaidah S.; Matty, Fadhel S.; Oriental Journal of Chemistry; vol. 34; 1; (2018); p. 286 – 294;,
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.25021-08-3,2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

Complex (OC-6-44)-acetatodiamminedichloridohydroxidoplatinum(IV), 3, (56?mg, 0.15?mmol) suspended in 1?mL of DMF was added to a solution of activated ligand HL (0.74?mmol) in 1?mL of DMF (see above). The mixture reacted for 24?h at room temperature. Then, the precipitate was discarded by centrifugation and the solvent removed by means of a rotary evaporator. The residue was dissolved in 200?muL of methanol and precipitated by adding 25?mL of diethyl ether. The crystalline solid is washed with diethyl ether. Yield: 43?mg (56%). 1H NMR (DMSO-d6) delta: 1.91 (s, 3H, CH3), 4.17 (s, 2H, CH2), 6.49 (m, 6H, NH3), 7.09 (s, 2H, CH) ppm; 13C NMR (DMSO-d6) delta: 22.5 (CH3), 47.5 (CH2), 134.8 (CH), 170.4 (NC(O)), 174.4 (OC(O)CH2), 178.0 (OC(O)CH3) ppm; 195Pt NMR (DMSO-d6) delta: 1230?ppm. ESI-MS (positive ion mode): 514?m/z [M?+?H]+, calcd for C8H14Cl2N3O6Pt [M?+?H]+ 514?m/z. Elem. Anal. found: C 18.96; H 2.78; N 7.93%; calcd. for C8H13Cl2N3O6Pt: C 18.72; H 2.55; N 8.19%.

As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

Reference£º
Article; Gabano, Elisabetta; Perin, Elena; Bonzani, Diego; Ravera, Mauro; Inorganica Chimica Acta; vol. 488; (2019); p. 195 – 200;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

250 mg (1.07 mmol) of tert-Butyl 3-[2-(2-aminoethoxy)ethoxy]propanoate, 151 mg (0.974 mmol) of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid, 224 mg (1.46 mmol) of 1-hydroxy-1H-benzotriazole hydrate and 224 mg (1.17 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were dissolved in 5.0 ml of dimethylformamide. The reaction mixture was stirred at RT for 1 h. Ethyl acetate was added and the mixture was extracted twice with 5% strength citric acid solution and with saturated sodium bicarbonate solution. The organic phase was washed twice with saturated sodium chloride solution and dried over magnesium sulphate, and the solvent was evaporated under reduced pressure. The residue was purified by preparative RP-HPLC (column: Reprosil 250*40; 10mu, flow rate: 50 ml/min, MeCN/water/0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 267 mg (64% of theory) of tert-Butyl 3-[2-(2-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}ethoxy)ethoxy]propanoate. LC-MS (Method 1): Rt=0.73 min; MS (ESIpos): m/z=371 (M+H)+.

25021-08-3 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 319935, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; WITTROCK, Sven; BERNDT, Sandra; GRITZAN, Uwe; FITTING, Jenny; STELTE-LUDWIG, Beatrix; JONES, Patrick; MAHLERT, Christoph; VOTSMEIER, Christian; SCHOeNFELD, Dorian; TRAUTWEIN, Mark; WEBER, Ernst; PAWLOWSKI, Nikolaus; GREVEN, Simone; GLUeCK, Julian Marius; HAMMER, Stefanie; DIETZ, Lisa; MAeRSCH, Stephan; (357 pag.)US2020/138970; (2020); 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.25021-08-3,2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

First of all, Intermediate L80 was coupled to commercially available (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine, and then the tert-butoxycarbonyl protective group was removed using 16% trifluoroacetic acid in dichloromethane, giving the silylethyl ester protective group.

As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-valyl-N-[(2S)-4-[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]-1-{[2-(L-gamma-glutamylamino)ethyl]amino}-1-oxobutan-2-yl]-L-alaninamide-trifluoroacetic acid (1:1) The title compound was prepared from intermediate C103 by coupling with N-[(benzyloxy)carbonyl]-L-valyl-L-alanine in the presence of HATU and N,N-diisopropylethylamine. In the next step, the Z protecting group was removed by hydrogenation for one hour over 10% palladium on active carbon in DCM/methanol 1:1 at RT under standard hydrogen pressure. The deprotected intermediate was subsequently converted to the title compound by coupling with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine and finally by deprotection using zinc chloride and purification by preparative HPLC. LC-MS (Method 1): Rt=0.9 min; MS (ESIpos): m/z=992 (M+H)+.

As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; WITTROCK, Sven; BERNDT, Sandra; GRITZAN, Uwe; FITTING, Jenny; STELTE-LUDWIG, Beatrix; JONES, Patrick; MAHLERT, Christoph; VOTSMEIER, Christian; SCHOeNFELD, Dorian; TRAUTWEIN, Mark; WEBER, Ernst; PAWLOWSKI, Nikolaus; GREVEN, Simone; GLUeCK, Julian Marius; HAMMER, Stefanie; DIETZ, Lisa; MAeRSCH, Stephan; (357 pag.)US2020/138970; (2020); 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.25021-08-3,2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

S-{2-[(3-Aminopropyl){(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}amino]-2-oxoethyl}-N-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-cysteine/trifluoroacetic acid (1:1) Under argon, 7.5 mg (0.05 mmol) of (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid were initially charged in 1.5 ml of DMF, and 7.5 mg (0.05 mmol) of HOBt, 15.5 mg (0.05 mmol) of TBTU and 6.2 mg (0.05 mmol) of N,N-diisopropylethylamine were added. The reaction mixture was stirred at RT for 10 min. 40.0 mg (0.05 mmol) of S-(11-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}-2,2-dimethyl-6,12-dioxo-5-oxa-7,11-diaza-2-silatridecan-13-yl)-L-cysteine/trifluoroacetic acid (1:1) (Intermediate C71), dissolved in 1.5 ml of DMF, and 18.7 mg (0.14 mmol) of N,N-diisopropylethylamine were then added, and the reaction mixture was stirred at RT overnight. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 250*30; 10mu, flow rate: 50 ml/min, MeCN/water, 0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 11.2 mg (25% of theory) of the compound S-(11-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}-2,2-dimethyl-6,12-dioxo-5-oxa-7,11-diaza-2-silatridecan-13-yl)-N-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-cysteine. LC-MS (Method 1): Rt=1.37 min; MS (ESIpos): m/z=854 (M+H)+.

The synthetic route of 25021-08-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem