Category: 31970-04-4

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.

Step 1: Benzyl cis-3,4-dihvdroxypyrrolidine-l-carboxylate (127)To a solution of compound 126 (3.0 g, 14.76 mmol) in a mixture of acetone and water (32 mL and 6 mL) was added N-methylmorpholine-N- oxide (2.25 g, 19.21 mmol) followed by the addition of osmium tetroxide solution (4percent aqueous, 0.7 mL). The yellow mixture was stirred at ambient temperature overnight. To this solution was added solid sodium metabisulfite (Na2S205, 5.0 g) and the mixture was stirred for 1 h. Acetone was removed from the reaction mixture by evaporation, and the solid obtained was suspended in ethyl acetate and filtered. The solid was dissolved in water, extracted with ethyl acetate and combined with the filtrate. The organic phase was washed with brine, dried (Na2S04) and evaporated to get the crude compound 127. This material was purified by flash chromatography using 1-8percent methanol /dichloromethane as eluent to isolate the pure product as a white solid (3.02 g, 86percent).1H NMR (CDC13, 300MHz) : delta ppm 7.39-7.26 (m, 5H), 5.11 (s, 2H), 4.28-4.20 (m, 2H), 3.65 (dd, J = 11.0, 5.5 Hz, 2H), 3.41 (dt, J = 11.0, 4.1 Hz, 2H), 2.61-2.58 (m, 2H). APCI+ = 238., 31970-04-4

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

Reference£º
Patent; ALNYLAM PHARMACEUTICALS, INC.; RAJEEV, Kallanthottathil, G.; MANOHARAN, Muthiah; JAYARAMAN, Muthusamy; MAIER, Martin; JAYAPRAKASH, Narayanannair, K.; BUTLER, David; WO2012/99755; (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

A solution OF BENZYL-2, 5-DIHYDRO-LH-PYRROLE-L-CARBOXYLATE (10. OG, 49. 3MMOL) in THF (200mL) was treated with osmium tetroxide solution (2.5percent in TERT-BUTANOL, 5ML) and N-METHYLMORPHOLINE (6.90g, 59. 0MMOL) and the reaction mixture stirred at rt under argon for 72h. Aqueous sodium thiosulfate solution (10percent, 200mL) was added and the mixture stirred for a further lh and then concentrated in vacuo. The resulting aqueous layer was extracted with ethyl acetate (3 x 200mL) and the combined organic layers washed with aqueous sodium thiosulfate solution (10percent, 300mL) and hydrochloric acid (LN, 300mL). The organic fraction was dried (MgS04) and concentrated in vacuo to give the title compound as an off-white solid. ON (CDCl3): 2. 67 (2H, br s), 3.38-3. 45 (2H, m), 3.63-3. 67 (2H, m), 4.22-4. 26 (2H, M), 5.12 (2H, s), 7.30-7. 38 (5H, m); m/z (ES+) = 238 [M+ H] +., 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; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
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-1H-pyrrole-1-carboxylate (2.00 g, 9.80 mmol) in CH2Cl2 (10 mL) was added slowly 3-chloroperbenzoic acid (3.00 g, 14.80 mmol) at 0¡ã C. The reaction mixture was stirred for 13 h at room temperature, then quenched with saturated sodium thiosulfate aqueous solution and extracted with EtOAc. The organic phase was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was chromatographed with a silica gel column (eluting agent: 6:1 (v/v) PE/EtOAc) to give the title compound as colorless oil (1.75 g, 81.02percent)., 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; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 2; Ci5-l-methyl-3 (9Z,12ZVocta^^; Benzyl 3,4-dihvdroxypyrrolidine-l-carboxylate (9): In a 500 mL RBF, the Cbz Pyrroline (15 gs 73.8 mmol) was dissolved in a mixture of 100 mL THF, 60 mL t-BuOH and 40 mL water for addition of the NMO (30.6 ml, 148 mmol) solution followed by the osmium tetraoxide (0.925 ml, 0.074 mmol) solution. Heated in a 70C oil bath. Solution slowly went from yellow to brown. After 2h, cooled to RT and added 50 mL 10percent aqueous NaHS03. Concentrated and partitioned between 100 mL brine and 100 mL EtOAc. Separated layers and extracted with 100 mL EtOAc. Dried over MgS04, filtered and concentrated to 22.3 g of thick yellow oil. Flash column chromatography from 50-100percent EtOAc in hexane provided compound 9. .H NMR (400 MHz, CDC13) 5 7.35 (m, 5H), 5.22 (s, 2H), 4.42 (m, 4H), 3.63 (m, 2H), 3.42 (m, 3H), 3.20 (m, IH)., 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; MERCK SHARP & DOHME CORP.; STANTON, Matthew, G.; BEUTNER, Gregory, L.; WO2012/61259; (2012); A2;,
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-lH-pyrrole-l-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. 1H 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), 5.11 (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; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2011/26904; (2011); 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

To a solution of N-carbobenzoxy-3-pyrroline (1.00 g, 4.92 mmol, 1.0 eq) in acetone (20 mL) was added NMO (1.0 g, 7.38 mmol, 1.5 eq) followed by OsO4 (cat. 10 mg in 1 mL iPrOH). The mixture was stirred for 3 h. To this, saturated NaHSO3 aqueous solution (5 mL) was added, and the mixture was stirred for another 0.5 h. The organic phase was separated from the mixture, and the water phase was extracted with EtOAc (20 mL¡Á3). The combined organic phases were dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified by a silica gel column chromatography (EtOAc) to give the compound as colorless oil (1.16 g, 100percent).

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

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (2014); 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

Step I: Epoxidation of alkene[00146] To a solution of benzyl 2,5-dihydro- 1 H-pyrrole- 1 -carboxylate (33 g, 163 mmol) in dichloromethane (0.3 M solution) was added MCPBA (44 g, 340 mmol, 77% from Aldrich). After the reaction mixture was stirred at room temperature for 18 h, 500 mL of saturated Na2C03 aqueous solution was added and the resulting mixture was stirred at room temperature for 1 h. The organic layer was separated, washed with water and brine, dried over anhydrous Na2S04, filtered, and concentrated in vacuo. The desired product as a yellow oil was obtained in 83% yield (29.5 g) by flash column chromatography. NMR (CDCl3j 400 MHz): delta 3.38 (2H, m ), 3.68 (2H, m), 3.87 (2H, m), 5.1 1 (2H, s), 7.33( 5H, m). LC/MS (uplc): MH+ 220.0, 0.69 min.

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

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul, A.; DING, Yu; HAN, Wooseok; WO2011/128388; (2011); A2;,
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 2H-pyrrole-l(5H)-carboxylate (25 g, 0.12 mol) was dissolved in DCM (500 mL) at 00C. m-CPBA (42 g, 0.24 mol) was added in portions at 00C, and the mixture was stirred at RT for 3 days. The reaction mixture was filtered, and the filtrate was washed Na2S2O3 (3 M, 100 mL), NaHCO3 (1 M, 100 mL) and brine (100 mL). The organic layer was dried over Na2SO4 and purified by silica gel chromatography (PE : EtOAc = 10:1) to afford the product benzyl 6-oxa-3-aza-bicyclo[3.1.0]hexane-3- carboxylate (10 g, 37%) as a pale yellow oil. 1H NMR (400 MHz, CDCl3): delta 7.39-7.26 (m, 5H), 5.11 (d, 2H), 3.83 (dd, 2H), 3.68 (d, 2H), 3.39 (dd, 2H).

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

Reference£º
Patent; SEPRACOR INC.; BURDI, Douglas; SPEAR, Kerry, L.; HARDY, Larry, Wendell; WO2010/114971; (2010); 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

Part A: Phenylmethyl (cis)-3,4-dihydroxy-1 -pyrrolidinecarboxylate. Phenylmethyl 2,5-dihydro-1/-/-pyrrole-1-carboxylate (commerically-available) (5.07 g, 25 mmol) was dissolved in a mixture of acetone (25 mL) and water (10 ml_). NMO (5.9 g, 50 mmol) was added followed by catalytic OsO4. The reaction was stirred for 19 hours and then quenched by the addition of an aqueous solution of Na2S2psi3. A standard workup followed by silica gel chromatography (3:1 Hexane:ethyl acetate to pure ethyl acetate to 9:1 DCM: MeOH) yielded phenylmethyl (cis)-3,4-dihydroxy-1-pyrrolidinecarboxylate (0.872 g, 15percent) as a clear oil. LCMS: (M+H)+: 237.9.

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; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); 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-l H-pyrrole-l -carboxylate (2.00 g, 9.80 mmol) in CH2C12 (10 mL) was added slowly 3-chloroperbenzoic acid (3.00 g, 14.80 mmol) at 0 ¡ãC. The reaction mixture was stirred for 13 h at room temperature, then quenched with saturated sodium thiosulfate aqueous solution and extracted with EtOAc. The organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was chromatographed with a silica gel column (eluting agent: 6: 1 (v/v) PE/EtOAc) to give the title compound as colorless oil (1.75 g, 81.02 percent)., 31970-04-4

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

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (2013); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem