Category: 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

64 mg (70 mumol) of N-(6-aminohexyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-3-methoxy-1-{(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-{[(1S,2R)-1-(1,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]amino}-3-oxopropyl]pyrrolidin-1-yl}-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide (Intermediate 97) were taken up in 3 ml of 1:1 dioxane/water, then adjusted to pH 9 with 4 ml of saturated sodium hydrogencarbonate solution and subsequently admixed with 16.3 mg (110 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. The reaction mixture was stirred at RT for 1 h and then concentrated under reduced pressure. Then another 8 mg (55 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate were added, and the reaction mixture was adjusted again to pH 9 and stirred at RT for a further hour. This was followed by concentration and purification of the remaining residue by means of preparative HPLC. At first, 31 mg of an as yet uncyclized intermediate were obtained. 27 mg of this intermediate were taken up again in 2 ml of 1:1 dioxane/water and then admixed with 250 mul of saturated sodium hydrogencarbonate solution. After stirring at RT for 2 hours, the reaction mixture was concentrated and the residue was purified by means of preparative HPLC. After lyophilization, 20 mg (29% of theory) of the title compound were obtained. [1949] HPLC (Method 5): Rt=1.96 min; [1950] LC-MS (Method 1): Rt=0.97 min; MS (ESIpos): m/z=992 (M+H)+, 55750-48-6

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

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, Step 1t-Butyl (2-(2-aminoethoxy)ethyl)carbamate (204 mg, 1 mmol) was dissolved in saturated aq. NaHCO3 (1 0 mL). The solution was cooled to 0 C. Methyl-2,5-dioxo-2,5- dihydro-1 H-pyrrole-1 -carboxylate (155 mg, 1.0 mmol) was then added. The reaction was stirred for 1 .5 h at 0 C. The pH was adjusted to 1 -2 with 2M HCl, and the mixture was extracted with EtOAc (3 X 20 mL). The combined organic phases was washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by ISCO using a 0-4% gradient of MeOH in DCM to obtain tert-butyl (2-(2-(2,5-dioxo-2,5-dihydro-1 H-pyrrol- 1 -yl)ethoxy)ethyl)carbamate. 1H NMR (400 MHz, CD3OD): 6.82 (s, 2H), 3.68 (t, J = 5.4 Hz, 2H), 3.59 (t, J = 5.4 Hz, 2H), 3.46 (t, J = 5.6 Hz, 2H), 3.1 8-3.14 (m, 2H), 1.43 (s, 9H). MS m/z 1 85.1 (M+1 -Boc). Retention time 0.918 min.

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

Reference£º
Patent; NOVARTIS AG; GEIERSTANGER, Bernhard; GRUNEWALD, Jan; OU, Weijia; PAN, Shifeng; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; WO2015/189791; (2015); A1;,
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.

A solution of amine 8 (23.9 mg, 29. 0 [JMOL)] dissolved in 1 M aqueous solution of NaHCO3 (1 mL) was treated with methoxycarbonylmaleimide (27.03 mg, 17. [4] pmol) at [0 C.] After 5 min, the mixture was diluted with water (1 [ML)] and acetonitrile (2 mL), and then stirred at room temperature for 1 h. The mixture was diluted with CH2Cl2 (50 mL) and washed with brine [(3X10] mL). The organic phase was dried over [NA2SO4,] filtered and concentrated. The oily residue was purified by flash chromatography [(CH2CL2/MEOH] 96: 4) to give maleimide 9 (20.3 mg, 71%) ; Rf 0. 45 [(CH2CL2/MEOH] 96: 4) [;’H-NMR (CDC13/TMS)] : [No.6. ]72 (s, 8 H, CH=CH), 4.94 (d, [1] H, J=3. 4 Hz, [H-1),] 3.95-3. 82 (m, 2 H, H-4, and [OCHHCH2CH2N),] 3. [80No.3. ]45 (m, 22 H, H-2, H-3, H-5, H-6, H-6′, [OCH2CH2CH2S,] SCH2CH2N, and [OCH2CH3),] 2.90-2. 60 (m, 16 H, [OCH2CH2CH2SCH2CH2N),] 1.96-1. 82 (m, 8 H, OCH2CH2CH2S), 1.23 (t, 3 H, J=7.1 Hz, OCH2CH3) ; ES-MS: 1019.49 (M+Na) [+,] 951 (M-OEt) +.

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

Reference£º
Patent; UNIVERSITY OF MARYLAND BIOTECHNOLOGY INSTITUTE; WO2004/802; (2003); A2;,
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

0-(P-D-glucopyranos-1 -yl)decyl-maleimide (38) N-(methoxycarbonyl) maleimide(37) (0.014 g, 0.09 mmol) was added at RT to a stirring solution of (10-Aminodecyl) p-D-glucopyranoside(0.015 g, 0.04 mmol) in dioxane (0.75 ml_) and sat. NaHC03 (aq) (1.5 ml_). The reaction was stirred for 1 hr after which the reaction was quenched with EtOAc (10 ml_) and water (10 mL). The organic phase was separated out and the aq. phase extracted with EtOAc (3 x 10 mL). The organic layers were combined, dried, filtered and the solvent evaporated under vacuum. The residue was adsorbed onto silica and purified with column chromatography (CH2CI2: MeOH 9: 1 ). The title compound was obtained as a clear oil (0.01 1 g, 60 %) Rf = 0.15 (CH2CI2: MeOH 9:1 ) deltaEta (CD3OD, 300 MHz): 6.79 (2H, s, 374′), 4.24 (1 H, d, J = 7.5 Hz, H-1 “), 3.93-3.84 (2H, m, H-6″a/H-10a), 3.69-3.64 (1 H, m, H-6″b), 3.57-3.50 (1 H, dt, J = 6.6, 9.6 Hz, H-10b), 3.48 (2H, t, J = 6.9 Hz, H-1 ), 3.38-3.22 (3H, m, H-3’74’75”), 3.19-3.13 (1 H, m, H-2″), 1.64-1 .54 (4H, m, H-2/9), 1.42-1 .28 (12H, m, AlkCHz). 5C (CD3OD, 100 MHz): 172.6 (C-275′), 135.3 (C-374′), 104.4 (C-1 “), 78.2 (C-3″), 77.9 (C-2″), 75.1 (C-5″), 71 .7 (C-10), 70.9 (C-4″), 62.8 (C-6”), 38.5 (C-1 ), 30.8 (C-2), 30.5 (x3), 30.1 , 29.4, 27.7, 27.0 (CH2Alk)

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

Reference£º
Patent; THE SOUTH AFRICAN NUCLEAR ENERGY CORPORATION LIMITED; UNIVERSITY OF CAPE TOWN; DRIVER, Cathryn Helena Stanford; ZEEVAART, Jan Rijn; PARKER, Mohamed Iqbal; HUNTER, Roger; (67 pag.)WO2016/46793; (2016); A2;,
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, Step 1 : t-Butyl (2-(2-(2-aminoethoxy)ethoxy)ethyl)carbamate(250 mg, 1 .0 mmol) and methyl 2,5-dioxo-2,5-dihydro-1 H-pyrrole-1 -carboxylate (156 mg, 1 .0 mmol) were combined in saturated aqueous NaHC03 (10 ml) and stirred for 1.5 h at 0C. The reaction mixture was acidified to pH 2 with hydrochloric acid (2 M) and extracted with EtOAc. The organic phase was washed with brine, dried with MgS04, and concentrated. The crude was purified by ISCO using 0-4% MeOH/DCM to give t-butyl (2-(2-(2-(2,5- dioxo-2,5-dihydro-1 H-pyrrol-1 -yl)ethoxy)ethoxy)ethyl)carbamate as a colorless oil. MS m/z 229.2(M+1 -Boc). Retention time 0.963 min.1H NMR (400 MHz, Chloroform-d) delta 6.71 (s, 2H), 5.04 (bs, 1 H), 3.74 (t, J = 5.4 Hz, 2H), 3.64 (t, J = 5.4 Hz, 2H), 3.61 -3.59 (m, 2H), 3.56-3.54 (m, 2H), 3.50 (t, J = 5.2 Hz, 2H), 3.31 -3.26(m, 2H), 1.44 (s, 9H).

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

Reference£º
Patent; IRM LLC; GEIERSTANGER, Bernhard; GRUNEWALD, Jan; OU, Weijia; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; JIN, Yunho; WO2015/95301; (2015); A2;,
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

Using a 40 mL vial, a solution of prop-2-yn-1 -amine (500 mg, 9.08 mmol) in 15 mL of sat. aqueous NaHCO3 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 Na2SO4, concentrated, purified by ISCO (24 g, silica gel) and concentrated to give 1-(prop-2-yn-1-yl)-1H-pyrrole- 2,5-dione (i-3). 1H-NMR (CDCI3, 400 MHz) O 6.76 (s, 2H), 4.29 (d, 2H, J = 2.8 Hz), 2.21(t, 1H, J=2.8 Hz).

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

Reference£º
Patent; NOVARTIS AG; GRUNEWALD, Jan; JIN, Yunho; OU, Weijia; UNO, Tetsuo; (279 pag.)WO2016/71856; (2016); 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

Step 1: To a 100 mL round bottom flask was added 6-amino-1-hexanol (1.OOg, 6.44mmol) in saturated NaHCO3 aqueous solution (12.0 mL). The mixture was cooled at 0C, and Nmethoxycarbonylmaleimide (0.750 g, 6.44 mmol) was added. The reaction mixture was stirred at 0C for1.5 hours. Then the reaction mixture was acidified at 0C with 2 M HC1 to pHi. The acidified reaction mixture was extracted with ethyl acetate (AcOEt). The organic layer was concentrated. The residue was dissolved in DCM, loaded onto a silica gel column, and eluted with MeOH/DCM (0-4%) to obtain 1-(6- hydroxyhexyl)-1H-pyrrole-2,5-dione as white solid, MS m/z 198.2 (M+1). ?H NMR (400 MHz, CDC13): oe 6.68 (s, 2H), 3.63 (t, d = 6.4 Hz, 2H), 3.52 (t, d = 7.2 Hz, 2H), 1.63-1.52 (m, 4H), 1.43-1.28 (m, 4H).

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; NOVARTIS AG; ABRAMS, Tinya; COHEN, Steven; D’ALESSIO, Joseph Anthony; DAMIANO, Jason; DURR, Clemens; GEIERSTANGER, Bernhard Hubert; HU, Qi-Ying; HUBER, Thomas; IMASE, Hidetomo; JIN, Yunho; MENEZES, Daniel; MILLER, Kathy; MOHSENI, Morvarid; OU, Weijia; RENDAHL, Katherine; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; (350 pag.)WO2016/203432; (2016); 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

30 mg (30 mumol) of Intermediate 89 were taken up in 2 ml of 1,4-dioxane and admixed with 4 ml of saturated sodium hydrogencarbonate solution and then with 7.5 mg (50 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. The reaction mixture was stirred at RT for 1 h and then concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization, 24 mg (74% of theory) of the title compound were obtained. [1937] HPLC (Method 5): Rt=2.2 min; [1938] LC-MS (Method 1): Rt=1.01 min; MS (ESIpos): m/z=1006 (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, N-Boc-ethylenediamine (2.0 g, 12.48 mmol) was dissolved in a saturated solution of NaHCO3 (50 mL) and cooled to 0 C. N-(methoxycarbonyl)maleimide (1.9 g, 12.25 mmol) was added to the stirred solution. After 10 mins the reaction mixture was diluted with water (100 mL) and stirred for 30 min at room temperature. The reaction mixture was cooled to 0 C., and the reaction mixture was filtered and washed with ice-cold water (100 mL). Drying in high vacuum afforded the title compound (2.35 g, 9.78 mmol, 78.4% yield) as a white solid. 1H NMR (500 MHz, CDCl3): delta 6.71 (s, 2H), 4.72 (s, 1H), 3.69-3.62 (m, 2H), 3.34 (d, J=5.1 Hz, 2H), 1.41 (s, 9H).

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

Reference£º
Patent; HANGZHOU DAC BIOTECH CO., LTD.; SUN, Sanxing; ZHAO, Robert Yongxin; LI, Xing; GUO, Huihui; JIA, Junxiang; XIE, Hongsheng; ZHOU, Xiaomai; HUANG, Yuanyuan; YANG, Qingliang; ZHUO, Xiaotao; YE, Hangbo; GAI, Shun; QU, Lan; LI, Wenjun; LIN, Chen; (33 pag.)US2019/125894; (2019); 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

A solution of amine 6 (17.8 mg, 0.04 mmol) in 1 M aqueous solution of NaHC03 (1 mL) was treated with methoxycarbonylmaleimide (37.94 mg, 0.24 mmol) at 0 [C.] After 5 min, the mixture was diluted with water [(1] mL) and acetonitrile (2 [ML),] and then stirred at room temperature for 4 h. After adding [CH2C12] (50 [ML),] the organic layer was separated and washed with brine [(3X10] mL). The organic layer was then dried [(NA2SO4),] filtered, and concentrated. The oily residue was purified by flash chromatography (CH2Cl2/MeOH 95: 5) to give maleimide 7 (23.2 mg, 76%); Rf 0. 42 [(CH2CI2/MEOH] 95: 5) [; IH-NMR (CDCL3/TMS)] : [No.6. ]70 (s, 2 H, CH=CH), 6.69 (s, 4 H, CH=CH), 6.68 (s, 2 H, CH=CH), 4.98 (d, [1] H, [J=3.] 4 Hz, H-1), 3.95-3. 82 (m, 2 H, H-4, and [OCHHCH2CH2N),] 3. [80No.3. ] 35 (m, 22 H, H-2, H-3, H-5, H-6, H-6′, [OCH2CH2CH2N,] [OCH2CH2CH2N,] and [OCH2CH3),] 1.96-1. 78 (m, 8 H, [OCH2CH2CH2N),] 1.25 (t, 3 H, J=7.1 Hz, [OCH2CH3)] ; ES-MS: 779.28 (M+Na) [+,] 401.29 (M+2Na) [2+.]

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; UNIVERSITY OF MARYLAND BIOTECHNOLOGY INSTITUTE; WO2004/802; (2003); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem