Category: 17016-83-0

We know that the rate of many reactions can be accelerated by catalysts. A catalyst speeds up the rate of a reaction by lowering the activation energy; in addition, the catalyst is regenerated in the process. 17016-83-0, name is (S)-4-Isopropyl-2-oxazolidinone,below Introduce a new synthetic route., 17016-83-0

To a stirred solution of 5,5,5-trifluoropentanoic acid (5.04 g, 32.3 mmol) inDCM (50 mL) and DMF (3 drops) was added oxalyl chloride (3.4 mL, 38.8 mmol)dropwise over 5 min. The solution was stirred until all bubbling subsided. The reaction5 mixture was concentrated under reduced pressure to give a pale yellow oil. To a separateflask charged with a solution of ( 48)-4-(propan-2-yl)-1 ,3-oxazolidin-2-one ( 4.18 g, 32.4mmol) in THF (100 mL) at -78 oc was added n-BuLi (13.0 mL, 32.5 mmol, 2.5M inhexane) dropwise via syringe over 5 min. After stirring for 1 0 min, the above acidchloride dissolved in THF (20 mL) was added via cannula over 15 min. The reaction10 mixture was warmed to 0 C, and was allowed to warm to room temperature as the bathwarmed and stirred overnight. To the reaction mixture was added saturated NH4Cl, andthen extracted with EtOAc (2x). The combined organics were washed with brine, dried(Na2S04), filtered and concentrated under reduced pressure. The crude material waspurified by silica gel chromatography (hexanes/EtOAc) to provide Intermediate S IA15 (7.39 g, 86%) as a colorless oil: 1H NMR (400 MHz, CDCh) 8 4.44 (1 H, dt, J=8.31, 3.53Hz), 4.30 (1 H, t, J=8.69 Hz), 4.23 (1 H, dd, J=9.06, 3.02 Hz), 2.98-3.08 (2 H, m), 2.32-2.44 (1 H, m, J=13.91, 7.02, 7.02, 4.03 Hz), 2.13-2.25 (2 H, m), 1.88-2.00 (2 H, m), 0.93(3 H, d, J=7.05 Hz), 0.88 (3 H, d, J=6.80 Hz).

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 17016-83-0, if you are interested, you can browse my other articles.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GAVAI, Ashvinikumar V.; ZHAO, Yufen; O’MALLEY, Daniel; QUESNELLE, Claude A.; FINK, Brian E.; NORRIS, Derek J.; HAN, Wen-Ching; DELUCCA, George V.; WO2014/47374; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, A heterogeneous catalyst is a catalyst that is present in a different phase than the reactants. Such catalysts generally function by furnishing an active surface upon which a reaction can occur. 17016-83-0, name is (S)-4-Isopropyl-2-oxazolidinone, introduce a new downstream synthesis route as follows.

Preparation 8 According to the literature (Kruse et AL., J. Med. Chem. (1987), 30,486-494), a solution of 3, 5-difluorocinnamic acid (9.94 g, 53.9 mmol) in THF (100 ML) was hydrogenated over 10% Pd/C (1.50 g) at 50 psi of H2 pressure for 5 h at RT. The mixture was filtered and concentrated under reduced pressure to yield the 3- (3, 5- difluoro-phenyl) propionic acid (10.9 g, 100%). Oxalyl chloride (13 ml, 150 mmol) was slowly added to a solution of the acid (10.9 g, 53.9 mmol) in THF (220 ML) at 23 C, followed by the addition of a catalytic amount of DMF (1 drop). After 90 min at RT, the volatiles were removed under reduced pressure and the resulting residue was twice coevaporated with dry benzene to yield 3- (3, 5-DIFLUOROPHENYL)-PROPIONYL CHLORIDE as a yellow oil (11.91 g, 100%). The acid chloride was used in the ensuing step without further purification. The acylation was carried out in analogy to the literature (Pettit et al. Synthesis (1996), 719-725). A solution of (S)- (-)-4-ISOPROPYL-2- oxazolidinone (6.46 g, 50 mmol) in THF (150 ML) was stirred under argon and cooled to-78 C. n-BuLi (2.45 M in hexanes, 20.8 ML, 50.96 mmol) was added dropwise, followed by a solution of the previously prepared 3- (3, 5-DIFLUOROPHENYL)-PROPIONYL chloride in THF (8 ML). After warming the reaction to 23 GC over 15 h, the reaction was quenched with saturated aq. NH4CI (30 ml), followed by removal of the volatiles in vacuo. The slurry was extracted with CH2CI2 (2x), and the combined organic layers washed with 1 M NAOH (2x) and brine, dried (NA2SO4) and concentrated in vacuo. Purification of the residue by chromatography over SILICA GEL (15O30% EtOAc/hexanes) gave the product (14.27 g, 48 mmol, 96%). 1H NMR (400 MHz, CECI3) 8 6. 73 (m, 2 H), 6.59 (m, 1 H), 4.37 (m, 1 H), 4.17-4. 25 (m, 2 H), 3.24 (m, 1 H), 3.16 (m, 1 H), 2.93 (m, 2 H), 2.30 (m, 1 H), 0.86 (d, 3 H, J= 6.8 Hz), 0.80 (d, 3 H, J= 6.8 Hz); LCMS (Conditions A): tR = 4.47 min: 595 (2M+H) +, 298 (M+H) +.

A chemical reaction often occurs in steps, although it may not always be obvious to an observer. Thank you very much for taking the time to read this article. If you are also interested in other aspects of 17016-83-0, you can also browse my other articles.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC; WO2005/16876; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

One of the major reasons is to use measurements of the macroscopic properties of a system, the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 17016-83-0, introduce a new downstream synthesis route., 17016-83-0

Step A A solution of (4S)-(-)-4-isopropyl-2-oxazolidinone (19.85 g, 0.154 mol) in 400 mL of THF at -78C under N2 is treated dropwise with n-butyl lithium (64.5 mL, 0.161 mol, 2.5 M solution in hexanes) resulting in the formation of solid. The mixture is stirred at -78C for 30 minutes, then treated with dropwise addition of iso-valeryl chloride (20.6 mL, 0.169 mol). The reaction is allowed to warm to room temperature slowly overnight. The sample is concentrated and then partitioned between EtOAc and saturated KH2PO4 solution. The organic extract is washed with brine, dried (MgSO4), and the resultant yellow oil is chromatographed (MPLC, silica gel, 10% EtOAc in hexanes) to give 29.8 g (91%) of (S)-4-isopropyl-3-(3-methyl-butyryl)-oxazolidin-2-one as a light yellow oil.

17016-83-0, This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 17016-83-0. We look forward to the emergence of more reaction modes in the future. 17016-83-0

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; EP1082127; (2005); B1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

General procedure: Sodium hydride (2.2 g, 92.9 mmol) and tetrahydrofuran (100 ml) were added in a round bottom flask at room temperature under nitrogen atmosphere. Then this mixture was cooled to 10-20 C. To the cold mixture, 4-isopropyloxazolidin-2-one (77.4 mmol) added portion wise in 4-5 min interval. Reaction mixture was stirred at 10-20 C for 1h. Then chloroacetyl chloride (16.2 g, 143 mmol) was added slowly to the reaction mixture at 0-10 C. After complete addition, temperature raised to 20-30 C and stirred for 2h. Progress of the reaction monitored on thin layer chromatography. Then after completion of reaction water (30 ml) was added slowly to the reaction mixture and extracted reaction mixture twice with ethyl acetate (50ml). Organic layer was concentrated on the laboratory rotavapor under reduced pressure at 40-45 C to afford 6a. (12.4 g, Yield 85 %). (S)-3-(2-chloroacetyl)-4-isopropyloxazolidin-2-one (6a); 1H NMR (500 MHz, CDCl3): delta, 0.90-0.96 (d, 6H), 2.41-2.47 (m, 1H), 4.29-4.31 (q, 1H), 4.34-4.39 (q, 1H), 4.47-4.50 (m, 1H), 4.71-4.79 (q, 2H) ; 13C NMR (125 MHz, CDCl3): 166.0, 153.7, 64.1, 58.7, 43.7, 28.1, 17.8, 14.6; IR (neat), nu/cm-1: 2961, 1742, 1445, 1260, 1060, 910; Anal. calcd for C8H12ClNO3: C, 46.73; H, 5.88; N, 6.81. Found: C, 46.70; H, 5.94; N, 6.78., 17016-83-0

The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nehate, Sagar P.; Godbole, Himanshu M.; Singh, Girij P.; Mathew, Jessy E.; Shenoy, Gautham G.; Synthetic Communications; vol. 49; 9; (2019); p. 1173 – 1180;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S) -4-isopropyloxazolidin-2-one (5.00 g, 38.7 mmol, 1.0 eq. ) in anhydrous THF (200 mL) at -78 was added n-BuLi (2.5 M in hexanes, 17.0 mL, 1.2 eq. ) in 30 min under N2. The mixture was stirred at -78 for 1 h, and then propionyl chloride (4.0 mL, 42.58 mmol, 1.1 eq. ) was added dropwise. After the mixture was stirred at -78 for another 1 h, TLC analysis indicated the reaction completed. Saturated ammonium chloride solution (250 mL) was added and extracted with EtOAc (3 ¡Á 100 mL) . The combined organic layers were washed with 1N NaOH solution (200 mL) and brine (300 mL) , dried over anhydrous Na2SO4, filtered, concentrated and purified by column chromatography (7: 1 hexanes/EtOAc) to give compound 114 as a colorless oil (6.36 g, 89%yield) . MS ESI m/z calcd for C9H16NO3[M+H]+186.10, found 186.10.1H NMR (400 MHz, CDCl3) delta 4.48 -4.39 (m, 1H) , 4.27 (t, J = 8.7 Hz, 1H) , 4.21 (dd, J = 9.1, 3.1 Hz, 1H) , 3.06 -2.82 (m, 2H) , 2.38 (dtd, J = 14.0, 7.0, 4.0 Hz, 1H) , 1.17 (t, J = 7.4 Hz, 3H) , 0.90 (dd, J = 17.0, 7.0 Hz, 6H) .

17016-83-0, 17016-83-0 (S)-4-Isopropyl-2-oxazolidinone 7157133, aoxazolidine 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;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

To a solution of (5)-4-isopropyl-2-oxazolidonone (1.56 g, 12.1 mmol, 1 equiv) in THF (40 ml) at -78 0C was added M-butyllithium (4.84 ml of a 2.5 M solution in hexanes, 12.1 mmol, 1 equiv). After 15 min acid chloride 8 (2.14 g, 13.3 mmol, 1.1 equiv) was added and the mixture was stirred for 30 min at -78 0C and for 15 min at 0 0C. Saturated aqueous ammonium chloride (10 ml) was added and the resulting slurry was concentrated in vacuo. The residue was diluted with ether and washed successively with saturated aqueous sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. Purification by flash chromatography (10% EtOAc/hexanes) gave imide 9 ( 2.94 g, 96%) as a colorless oil: [alpha]22D = +66.7 (c= 0.6, CHCl3); TLC R/= 0.40 (silica gel, 25% EtOAc/hexanes); 1H NMR (600 MHz, CDCl3) delta 4.68 (s, IH), 4.66 (s, IH), 4.43-4.40 (m, IH), 4.25 (t, J= 9.0 Hz, IH), 4.19 (dd, J= 3.0 Hz, 9.0 Hz, IH), 3.01- 2.83 (m, 2H), 2.38-2.32 (m, IH), 2.02 (t, J= 7.8 Hz, 2H), 1.69 (s, 3H), 1.67-1.61 (m, 2H), 1.51-1.46 (m, 2H), 0.90 (d, J= 7.2 Hz, 3H), 0.85 (d, J= 7.2 Hz, 3H); 13C NMR (IOO MHz, CDCl3) delta 173.5, 154.3, 145.8, 110.2, 63.6, 58.6, 37.7, 35.6, 28.6, 27.2, 24.3, 22.6, 18.2, 14.9; HRMS calcd for C4H23NO3 + Na+ 276.1576; found 276.1567 [M + Na+]., 17016-83-0

As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITY OF TOLEDO; WO2008/118327; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

General procedure: n-BuLi (2.89M, 7.12mL, 20.6mmol) was added dropwise over 15min to a cold (-78C), stirred solution of (R)-4-isopropyloxazolidin-2-one 3 (2.5g, 19.6mmol) in dry THF (80mL), and the mixture was stirred at -78C for 30min. Octanoyl chloride (3.67mL, 21.5mmol) was then added dropwise, and the resulting mixture was stirred at -78C for 20min, then warmed to -10C for 2h. The mixture was quenched with 1M aqueous K2CO3 (100mL) and warmed to room temperature. The crude products were extracted with hexanes (2¡Á100mL), and the combined hexane extracts were washed with water and brine, dried, and concentrated. The residue was purified by flash chromatography on silica gel (50g). Elution with hexane/EtOAc (9:1) afforded 4.93g (19.3mmol, 98%) of (R)- 4., 17016-83-0

As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.

Reference£º
Article; Bello, Jan E.; Millar, Jocelyn G.; Tetrahedron Asymmetry; vol. 24; 13-14; (2013); p. 822 – 826;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution ofoxazolidine (3.9 g, 30.2 mmol) in THF (40 mL) was cooled to -63 C and treatedn-butyllithum (19 mL, 1.6 M in hexanes). After the solution was stirred at -78C for 10 min, benzyloxyacetyl chloride (3.3 g, 17.6 mmol) was added, and theresulting solution was warmed to 23 C for an hour. Reaction mixture was quenchedwith saturated aqueous NaHCO3 (60 mL) and concentrated in vacuo toremove the organic solvents. The resulting aqueous residue was extracted withEt2O (150 mL), and the combined organic layers were washed withwater (80 mL ) and brine (80 mL ), and then dried over sodium sulfate,,filtered and concentrated. Purification of the residue by flash chromatography(gradient elution, 20% to 25% EtOAc/Hexanes) ) to afforded imide 8 aswhite solid (7.1 g, 85%) mp 85.5-86.3 C; 1H NMR delta 7.32 (m, 5H), 4.69 (d, J = 1.8 Hz, 2H), 4.65 (s, 2H), 4.42 (m, 1H),4.30 (m, 1H), 4.22 (m, 1H), 2.41 (m, 1H), 0.91 (d, J = 7.2 Hz, 3H), 0.86 (d, J = 7.2 Hz, 3H); 13C NMR delta 170.1,154.0, 137.3, 73.5, 69.6, 64.5, 58.2, 28.3, 17.9, 14.7; IR (neat) 3264, 2961,1722, 1611, 1513; MS m/z: [M+H]+ Calcd for C15H19NO4;278.1; Found 278.4., 17016-83-0

The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pal, Ashutosh; Peng, Zhenghong; Schuber Jr., Paul T.; Bhanu Prasad, Basvoju A.; Bornmann, William G.; Tetrahedron Letters; vol. 54; 41; (2013); p. 5555 – 5557;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 5,5,5-trifluoropentanoic acid (5.04 g, 32.3 mmol) inDCM (50 mL) and DMF (3 drops) was added oxalyl chloride (3.4 mL, 38.8 mmol)dropwise over 5 min. The solution was stirred until all bubbling subsided. The reaction5 mixture was concentrated under reduced pressure to give a pale yellow oil. To a separateflask charged with a solution of ( 48)-4-(propan-2-yl)-1 ,3-oxazolidin-2-one ( 4.18 g, 32.4mmol) in THF (100 mL) at -78 oc was added n-BuLi (13.0 mL, 32.5 mmol, 2.5M inhexane) dropwise via syringe over 5 min. After stirring for 1 0 min, the above acidchloride dissolved in THF (20 mL) was added via cannula over 15 min. The reaction10 mixture was warmed to 0 C, and was allowed to warm to room temperature as the bathwarmed and stirred overnight. To the reaction mixture was added saturated NH4Cl, andthen extracted with EtOAc (2x). The combined organics were washed with brine, dried(Na2S04), filtered and concentrated under reduced pressure. The crude material waspurified by silica gel chromatography (hexanes/EtOAc) to provide Intermediate S IA15 (7.39 g, 86%) as a colorless oil: 1H NMR (400 MHz, CDCh) 8 4.44 (1 H, dt, J=8.31, 3.53Hz), 4.30 (1 H, t, J=8.69 Hz), 4.23 (1 H, dd, J=9.06, 3.02 Hz), 2.98-3.08 (2 H, m), 2.32-2.44 (1 H, m, J=13.91, 7.02, 7.02, 4.03 Hz), 2.13-2.25 (2 H, m), 1.88-2.00 (2 H, m), 0.93(3 H, d, J=7.05 Hz), 0.88 (3 H, d, J=6.80 Hz).

17016-83-0, The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GAVAI, Ashvinikumar V.; ZHAO, Yufen; O’MALLEY, Daniel; QUESNELLE, Claude A.; FINK, Brian E.; NORRIS, Derek J.; HAN, Wen-Ching; DELUCCA, George V.; WO2014/47374; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17016-83-0,(S)-4-Isopropyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

Intermediate S-i H: (4S)-4-(Propan-2-yl)-3 -(5,5,5 -trifluoropentanoyl)- 1,3 -oxazolidin-2- one[00146j To a stirred solution of 5,5,5-trifluoropentanoic acid (5.04 g, 32.3 mmol) in DCM (50 mL) and DMF (3 drops) was added oxalyl chloride (3.4 mL, 38.8 mmol) dropwise over 5 mm and the solution was stirred until all bubbling subsided. The reaction mixture was concentrated under reduced pressure to give pale yellow oil. To a separate flask charged with a solution of (4S)-4-(propan-2-yl)- 1 ,3-oxazolidin-2-one (4.18g, 32.4 mmol) in THF (100 mL) at -78 C was added n-BuLi (2.5M in hexane) (13.0 mL,32.5 mmol) dropwise via syringe over 5 mm. After stirring for 10 mm, the above acid chloride dissolved in THF (20 mL) was added via cannula over 15 mm. The reaction mixture was warmed to 0 C, and was allowed to warm to room temperature as the bath warmed and stirred overnight. To the reaction mixture was added saturated NH4C1, andthen extracted with EtOAc (2x). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography (Teledyne ISCO CombiFlash Rf, 5% to 60% solvent A/B=hexanes/EtOAc, REDISEP Si02 1 20g). Concentration of appropriate fractions provided Intermediate S-1H (7.39 g, 86%) as a colorless oil: ?H NMR (400 MHz, CDC13)o ppm 4.44 (1 H, dt, J=8.31, 3.53 Hz), 4.30 (1 H, t, J=8.69 Hz), 4.23 (1 H, dd, J9.06,3.02 Hz), 2.98-3.08 (2 H, m), 2.32-2.44 (1 H, m, J=13.91, 7.02, 7.02, 4.03 Hz), 2.13-2.25(2 H, m), 1.88-2.00 (2 H, m), 0.93 (3 H, d, J=7.05 Hz), 0.88 (3 H, d, J6.80 Hz).

17016-83-0, As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; GILL, Patrice; GAVAI, Ashvinikumar, V.; QUESNELLE, Claude, A.; WO2014/47393; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem