Category: 31970-04-4

31970-04-4, Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzyl 2,5-dihydropyrrolidine-1-carboxylate (10 g, 49.24 mmol) was dissolved in dichloromethane (30 mL) and slowly added dropwise to m-chloroperoxybenzoic acid (10.55 g, 61.14 mmol)In a mixture of dichloromethane (70 mL),The reaction was stirred at room temperature for 16 hours.Filtered and the filtrate washed once each with saturated sodium thiosulfate (100 mL) and saturated sodium bicarbonate (100 mL), dried over anhydrous Na2SO4. The solvent was distilled off under reduced pressure, the residue was directly column chromatography (EA / PE (V / V) = 1/3) to give the product (7.39g, 68.49%).

31970-04-4, As the paragraph descriping shows that 31970-04-4 is playing an increasingly important role.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhang Jiancun; Liu Bing; Zhang Yingjun; Nie Linlin; Yang Xueqi; (66 pag.)CN104447701; (2019); B;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

31970-04-4, Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of benzyl 2,5-dihydro-1 H-pyrrole-1 -carboxylate (33 g, 163 mmol) in dichloromethane (540 mL) was added MCPBA (77 wt.%, 44 g) and the reaction mixture was stirred at room temperature for 18 hrs. The mixture was diluted with saturated aqueous sodium carbonate solution (500 mL) and the resulting mixture was stirred at room temperature for 1 hr. The separated organic layer washed with water and brine, dried over sodium sulfate, filtered off and concentrated under reduced pressure. The residue was purified by column chromatography [silica gel] providing benzyl 6-oxa-3- azabicyclo[3.1 .0]hexane-3-carboxylate (29.5 g) as a yellow oil. 1 H NMR (400 MHz, chloroform-d) delta [ppm]: 3.38 (dd, J = 12.8, 6.0 Hz, 2 H), 3.68 (d, J = 3.6 Hz, 2 H), 3.87 (dd, J = 13.2, 19.6, 2 H), 5.1 1 (s, 2 H), 7.33 (m, 5 H). LCMS (m/z): 220.0 [M+H]+; Rt = 0.69 min.

31970-04-4, 31970-04-4 Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate 643471, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; NG, Simon, C.; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WO2012/101064; (2012); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 58; 2-(4-Chlorophenyl)-5-(6-((3i?,4i?)-3-hydroxy-4-(methylamino)pyrrolidin-l- yl)pyridin-3-yl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one; Example 58A. Benzyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate; [00268] A solution of benzyl 2,5-dihydro-lH-pyrrole-l-carboxylate (2 g, 9.8 mmol) in dichloromethane (50 niL) was cooled to 0 0C and m-CPBA (2.7 g, 11.8 mmol) was added over a period of 20 min. The reaction was stirred at room temperature for 2 days while a solid precipitated out of the solution. The solid was filtered off and the filtrate was successively washed with sat. aq. NaHSO3, 5% aq. K2CO3, and brine, dried over anhydrous Na2SO4 and then concentrated in vacuo. The residue was purified by flash chromatography (5 to 60% ethyl acetate:hexanes) to afford Example 58A (1.5 g, 70 % yield). LC-MS, [M+H]+ = 220. 1H NMR (CDCl3, 400 MHz) delta 7.28 – 7.41 (m, 5 H), 5.12 (2d, J= 3.5 Hz, 2 H), 3.81 – 3.93 (m, 2 H), 3.66 – 3.71 (m, 2 H), 3.39 (m, 2 H)., 31970-04-4

As the paragraph descriping shows that 31970-04-4 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; DEVASTHALE, Pratik; WASHBURN, William, N.; WANG, Wei; HERNANDEZ, Andres; AHMAD, Saleem; ZHAO, Guohua; WO2010/47956; (2010); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of benzyl 2,5-dihydro-1 H-pyrrole-1-carboxylate (33 g, 163 mmol) in dichloromethane (540 ml_) was added MCPBA (77 wt.%, 44 g) and the reaction mixture was stirred at room temperature for 18 hrs. The mixture was diluted with saturated aqueous sodium carbonate solution (500 ml_) and the resulting mixture was stirred at room temperature for 1 hr. The separated organic layer washed with water and brine, dried over sodium sulfate, filtered off and concentrated under reduced pressure. The residue was purified by column chromatography [silica gel] providing benzyl 6-oxa-3- azabicyclo[3.1.0]hexane-3-carboxylate (29.5 g) as a yellow oil. H NMR (400 MHz, chloroform-d) delta [ppm]: 3.38 (dd, J = 12.8, 6.0 Hz, 2 H), 3.68 (d, J = 3.6 Hz, 2 H), 3.87 (dd, J = 13.2, 19.6, 2 H), 5.1 1 (s, 2 H), 7.33 (m, 5 H). LCMS (m/z): 220.0 [M+H]+; Rt = 0.69 min., 31970-04-4

The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; NG, Simon C.; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2012/101063; (2012); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

(i) 3,4-cis-Dihydroxy-pyrrolidine-1-carboxylic acid benzyl ester To a solution of benzyl 3-pyrroline-1-carboxylate (15 g, 90percent, 66.4 mmol) in 100 mL THF and 25 mL water was added osmium tetroxide (10 mL, 2.5 wt. percent solution in 2-methyl-2-propanol, 0.8 mmol) and 4-methylmorpholine N-oxide (8.56 g, 73 mmol) as solid. The mixture was stirred at room temperature overnight and concentrated in vacuo. The residue was re-dissolved in 300 mL ethyl acetate and washed with aqueous Na2SO3 (1.5 g in 100 mL water) solution and aqueous NaHCO3 solution and brine. The combined aqueous layer was extracted once with ethyl acetate (100 mL). The combined organic layer was dried over Na2SO4, filtered, and concentrated in vacuo. The crude was further purified by flash column chromatography eluding with 4-5percent MeOH in CH2Cl2 to give 15.26 g product as white solid (97percent yield). 1H NMR (300 MHz, CDCl3) delta7.34 (m, 5H), 5.11 (bs, 2H), 4.26 (m, 2H), 3.66 (m, 2H), 3.41 (m, 2H), 1.56 (bs, 2H).

31970-04-4, As the paragraph descriping shows that 31970-04-4 is playing an increasingly important role.

Reference£º
Patent; Romines III, William Henry; Kania, Robert Steven; Lou, Jihong; Cripps, Stephan; Zhou, Ru; He, Mingying; US2004/19065; (2004); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of the olefin (10. 0g, 49 MMOL) in CH2CI2 (250 ML, 0.2M) was added MCPBA (22g, 2.0 eq. ). The reaction was stirred for 48h and 200ML of saturated sodium thiosulfate was added. After 20 min, the layers were separated and the organic layer was washed with 2N NAOH (2 x 100ML). The organic layer was dried MgS04, filtered and concentrated to provide the title compound as an oil (10.79 G, 99%): 1H NMR (300 MHz, CDCI3) 8 7.35, 5.13, 3.93-3. 84,3. 71,3. 43-3.38 ; IR (LIQ.) 2209. (w), 2068 (w), 1958 (w), 1706 (s), 1455,1448, 1428 (s), 1397 (s), 1364, 1327 (s), 1214,1206, 1107 (s), 848 (s), 699, cm-1 Anal. CALCD for C12 H13 N 03 : C, 65.74 ; H, 5.98 ; N, 6.39. Found: C, 65.45 ; H, 6.07 ; N, 5.99.

31970-04-4, The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/99201; (2004); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate (2 g, 9.84 mmol) was taken in THF (16 mL) and water (6 mL), to it OsO4 (25 mg, 0.098 mmol), NMO (1.6 g, 13 mmol) were added. The reaction mixture was stirred at room temperature for 15 h. The reaction mixture was concentrated and the crude was partitioned between EtOAc and water. Layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layer was dried over Na2SO4, concentrated and purified by column chromatography to yield the pure benzyl 3,4-dihydroxypyrrolidine-1-carboxylate (2.2 g, 95percent).

31970-04-4, 31970-04-4 Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate 643471, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; CORNELL UNIVERSITY; COFERON, INC.; PURDUE RESEARCH FOUNDATION; US2012/295874; (2012); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

31970-04-4, Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 3c: 3, 4-CIS-DIHYDROXY-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ester To a solution of BENZYL 3-PYRROLINE-1-CARBOXYLATE (15 g, 90percent, 66.4 MMOL) IN THF (100 mL) and water (25 mL), was added osmium tetroxide (10 mL, 2.5 wt. percent solution in 2-methyl-2- propanol, 0.8 MMOL) and 4-methylmorpholine N-oxide (8.56 g, 73 MMOL) as solid. The mixture was stirred at room temperature overnight and CONCENTRATED, IN VACUO. The residue was re- dissolved in EtOAc (300 mL) and washed with aqueous NA2SO3 (1.5 G in 100 mL water) solution, aqueous NAHCO3 solution and brine. The combined aqueous layer was extracted once with EtOAc (100 mL). The combined organic extracts were dried over NA2SO4 and concentrated, in vacuo. The crude product was further purified by flash column chromatography eluting with 4-5 percent MeOH in CH2CI2 to give 15.26 G (97percent) of a white SOLID. H NMR (300 MHz, CDCl3) 8 7.34 (5H, m), 5.11 (2H, BS), 4.26 (2H, m), 3.66 (2H, m), 3.41 (2H, m), 1.56 (2H, bs).

31970-04-4, The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2005/21554; (2005); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Benzyl 2,5-dihydro-lH-pyrrole-l-carboxylate (0.88 g, 4.33 mmol) was dissolved in a mixture of TEtaF (20 mL) and water (5 mL) and the resulting solution was cooled to 0 0C. NMO (0.558 g, 4.76 mmol) and OsO4 (13 mg, cat) were added and the reaction was stirred for 18 h at ambient temperature. The reaction was washed with water (15 mL) and extracted with EtOAc (3 x 20 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2SO4 and concentrated in vacuo. The resulting residue was purified by FCC eluting with 30 percent EtOAc in hexane to afford the title compound. Yield: 0.85 g, 83 percent.

31970-04-4, The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EVOTEC NEUROSCIENCES GMBH; MADDEN, James; HALLETT, David James; PARKES, Alastair; RAOOF, Ali; WANG, Xialou; WO2010/20556; (2010); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 1.3: Benzyl 3,4-epoxypyrrolidine-i-carboxylate (5); NBS (5.47 g, 31 mmol) is added to a solution of olefin 4 (5.02 g, 25 mmol) in DMSO (65 mL) and water (3.4 mL) at 0 0C. The reaction mixture is warmed to room temperature, stirred for 1.5 h then further NBS (1.1 g, 6.2 mmol) is added. After stirring for a further 3.5 h the reaction is quenched by the addition of water (150 mL) then extracted into EtOAc (3 x 150 mL). The combined organic phase is washed with brine (3 x 100 mL), dried (MgSO4), filtered and concentrated under reduced pressure. The residue is dissolved in MeOH (80 mL), cooled to 0 0C and then an aqueous solution of NaOH (37 mL, 37 mmol, 1 M) is added in one portion. The reaction is warmed to room temperature, stirred for 5 h then the MeOH is removed under reduced pressure. The residue is diluted with water (100 mL) and extracted into EtOAc (3 x 200 mL). The combined organic phase is washed with brine (200 mL), dried (MgSO4), filtered and concentrated under reduced pressure. Flash chromatography of the residue (3 : 7 then 4 : 6, EtOAc: Petrol) affords the title compound as a pale yellow oil (3.69 g, 68% over the 2 steps). 13C NMR (125 MHz, CDCI3): delta = 155.3, 136.6, 128.5, 128.0, 127.9, 67.0, 55.5, 54.9, 47.5 and 47.2 ppm; MS (ESI): 242 ([MNa]+, 100%); HRMS (ESI): found: 242.0791 , C12H13NO3Na ([MNa]+) requires: 242.0793. (Tetrahedron: Asymmetry, 2006, 17, 2876-2883).

31970-04-4, 31970-04-4 Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate 643471, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; ALBERT EINSTEIN COLLEGE OF YESHIVA UNIVERSITY; INDUSTRIAL RESEARCH LIMITED; EVANS, Gary Brian; LONGSHAW, Alistair Ian; SCHRAMM, Vern L.; TYLER, Peter, Charles; WO2011/8110; (2011); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem