Brief introduction of 90719-32-7

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism., 90719-32-7, If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 90719-32-7, name is (S)-4-Benzyloxazolidin-2-one. A new synthetic method of this compound is introduced below.

90719-32-7, Dissolve 20 g (0.123 mol) of (S)-4-benzyl-2-oxazolidinone in 200 ml of dichloromethane.25.6 ml (0.184 mol) of triethylamine and 0.45 g (0.0037 mol) are added4-dimethylaminopyridine.Add dropwise at 0 C in an ice bath (15.4 g, 0.15 mol)Crotonoyl chloride.Keep stirring at 0 C. for 3 h. TLC showed that the starting material had disappeared. Dichloromethane and water were added. The organic layer was separated, dried, concentrated, and chromatographed on silica gel to give Intermediate (I), 26.8 g, Yield: 89%,

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.

Reference£º
Patent; Zhong Guifa; Wu Yiwu; Lan Xiaobing; (12 pag.)CN107459501; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 90719-32-7

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

90719-32-7, EXAMPLE 5; Preparation of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one, compound; 4-Dimethylaminopyridine (2.55 g, 21 .3 mmol) and triethylamine (46.9 ml, 340.8 mmol) in dichloromethane (100 ml) are added to a solution of (S)-(-)-4- benzyl-2-oxazolidinone (37.7g, 213 mmol) in dichloromethane (300 ml). Next, isovaleroyi chloride (33.75 ml, 207 mmol) in dichloromethane (50 ml) is added to the previously prepared mixture and cooled to 0 C keeping the internal temperature below 10 C. The reaction mixture is stirred for 30 minutes at 10 C, then the formed salts are filtered. Water (100 ml) is added and the phases are separated. The organic phase is washed with water (100 ml) and brine (100 ml), dried over sodium sulphate and evaporated to dryness obtaining 53 g of a yellow oil, which solidifies over time (yield 95%).1 H NMR (300 MHz, CDCI3, 298K) delta 7.35-7.15 (m, 5H), 4.71 -4.61 (m, 1 H), 4.21 – 4.10 (m, 2H), 3.35-3.25 (dd, J = 13.2, J = 3.4 Hz.1 H), 2.85-2.72 (dd, J = 14.97 Hz, 6.8 Hz, 1 H), 2.80-2.67 (m, 2H), 2.29-2.12 (sept, J=13.2 Hz.1 H), 1 .03-0.98 (d, J = 6.8 Hz.3H), 0.98-0.95 (d, J = 6.8 Hz, 3H).13C NMR (75 MHz, CDCI3, 298K) delta 175.6, 171 .2, 154.4, 137.1 , 130.5, 130.2, 126.0, 82.1 , 66.1 , 45.6, 42.6, 41 .4, 34.0, 28.7, 27.3, 19.7.

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

Reference£º
Patent; CHEMO IBERICA, S.A.; TADDEI, Maurizio; RUSSO, Adele; CINI, Elena; RIVA, Renata; RASPARINI, Marcello; CARCONE, Luca; BANFI, Luca; VITALE, Romina; ROSEBLADE, Stephen; ZANOTTI-GEROSA, Antonio Carlo; WO2011/151442; (2011); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 90719-32-7

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

90719-32-7, (S)-4-Benzyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90719-32-7, Dissolve 20 g (0.123 mol) of (S)-4-benzyl-2-oxazolidinone in 200 ml of dichloromethane.25.6 ml (0.184 mol) of triethylamine and 0.45 g (0.0037 mol) are added4-dimethylaminopyridine.Add dropwise at 0 C in an ice bath (15.4 g, 0.15 mol)Crotonoyl chloride.Keep stirring at 0 C. for 3 h. TLC showed that the starting material had disappeared. Dichloromethane and water were added. The organic layer was separated, dried, concentrated, and chromatographed on silica gel to give Intermediate (I), 26.8 g, Yield: 89%,

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhong Guifa; Wu Yiwu; Lan Xiaobing; (12 pag.)CN107459501; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 90719-32-7

90719-32-7 (S)-4-Benzyloxazolidin-2-one 736225, aoxazolidine compound, is more and more widely used in various fields.

90719-32-7, (S)-4-Benzyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90719-32-7, (S)-4-Benzyl-2-oxazolidinone Compound H (40 g, 226 mmol) was taken in a 1 L round bottom flask, 450 mL THF was added and the system was placed at -78 C. To this was slowly added (100 mL, 248.6 mmol) of n-butyllithium.The mixed system was stirred at -78 C for 30 min, then propionyl chloride (25 g, 270 mmol) was added.The reaction system was reacted at -78 C and then gradually warmed to room temperature. The reaction was monitored by TLC until the reaction was complete. The reaction was quenched with saturated aq. The combined organic phases were dried with sodium sulfate, filtered and evaporatedThe column was then separated to give a white solid J.

90719-32-7 (S)-4-Benzyloxazolidin-2-one 736225, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Ocean University of China; Xu Tao; Yu Haiyong; Zong Yan; (21 pag.)CN108484631; (2018); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 90719-32-7

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

90719-32-7, In a 100L reaction kettle connected to an exhaust gas absorption device, add (S)-4-benzyl-2-oxazolidinone (10kg, 56mol), DMAP (catalyst) and xylene (50L), heated to reflux, propionyl chloride (10L, 1V) was added dropwise, and the reaction was refluxed for 2-12 hours after the dropwise addition. HPLC showed that the reaction was complete. Filter and filter cake recovered. The filtrate was concentrated, the concentrated xylene and propionyl chloride mixed solvent was recovered and applied. The concentrated oily liquid was added with 30 L of xylene and 20 L of a saturated sodium bicarbonate solution and stirred for 0.5 h. The liquid was separated, the organic phase was dried, and then used as it was. The feeding method in this step is simple and convenient. During post-processing, catalysts and solvents can be recycled, Compared with the methods described in the existing literature, the present invention has obvious advantages, very suitable for industrial production.

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

Reference£º
Patent; Shanghai Maosheng Kanghui Technology Co., Ltd.; Ding Hailin; Wang Tiantian; Ying Yongcheng; Jiang Xuefeng; Yu Fei; (9 pag.)CN110467530; (2019); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 90719-32-7

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

90719-32-7, (S)-4-Benzyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90719-32-7, Example 3: Preparation of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one [Show Image] To a cold suspension (-15 C) of sodium hydride (7.12 g, 178 mmol; ?60% oil suspension) in anhydrous THF (600 mL) (S)-4-benzyloxazolidin-2-one (30.0 g, 169.3 mmol) was added portionwise. The reaction mixture was allowed to reach room temperature during 2 h and stirring was continued for 20 h, after the mixture was recooled to -15 C once more. 3-Methylbutanoyl chloride (23.48 g, 24.00 mL, 194.7 mmol) was added dropwise and the mixture was allowed to reach room temperature during 2 h, and sitirring was continued for additional 3 h. The reaction was quenched by addition of saturated aqueous solution of NaHCO3 (300 mL) and the mixture was stirred at room temperature for 30 min. The product was extracted with CH2Cl2 (3 ¡Á 400 mL). The combined organic layers were washed with saturated aqueous Na2CO3 solution (2 ¡Á 300 mL) and brine (300 mL), and dried over anhydrous Na2SO4. After removal of the solvents under reduced pressure the oily residue was recrystallized from Et2O/petrolether 1:10 (408 mL) to yield, in two crops, 37.19 g (84%) of (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one as colourless crystals. 1H NMR (300 MHz, CDCl3) delta: 1.03 (d, 3H), 1.04 (d, 3H), 2.24 (m, 1H), 2.75 (dd, 1H) 2.73-2.95 (m, 1H), 3.32 (dd, 1H), 4.14-4.23 (m, 2H), 4.66-4.74 (sym m, 1H), 7.22-7.38 (m, 5H).

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

Reference£º
Patent; Krka Tovarna Zdravil, D.D., Novo Mesto; EP2189442; (2010); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 90719-32-7

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

90719-32-7, Add 1000ml of dichloromethane to a 5-liter four-neck bottle.Triethylamine 500ml (3.6mol), benzyl oxazolidinone 177g(1 mol), 80 g (1.1 mol) of propionic acid,Add 300g (1mol)a solution of methyl 2-chloropyridine p-toluenesulfonate in 1000 ml of dichloromethane,After the addition, stirring at 20 C for 7 hours, TLC showed the reaction was complete, and the reaction was added with water.The organic phase was washed with water and brine, dried over anhydrous sodiumRecrystallization gave 220 g of product with a yield of 94.4% and HPLC purity >99%.

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Lark Pharmaceutical Technology Co., Ltd.; Shen Xin; Yang Jidong; Hu Xiaochuan; Li Feng; (6 pag.)CN109020914; (2018); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 90719-32-7

90719-32-7 (S)-4-Benzyloxazolidin-2-one 736225, aoxazolidine compound, is more and more widely used in various fields.

90719-32-7, (S)-4-Benzyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90719-32-7, [00177] Results: Synthesis of the propionyl oxazolidinone 4 was accomplished without the requirement of a highly reactive base (Ho, G-J et al. J. Org. Chem. 60, 2271-2273 (1995)) and subsequent stereoselective aldol reaction with methacrolein (Nielsen, P. E. Chem. Biodivers. 7, 786-804 (2010)) was achieved under reaction conditions that do not require pre-generation of a metal enolate (Evans, D. A et al. J. Am. Chem. Soc. 124, 392-393 (2002)). Isolated by simple extraction, the TMS-ether 7 was converted to the stereodefmed allylic chloride 8 by Nb-mediated stereoselective halogenation (E:Z > 20: 1) (Ravikumar, P. C. et al. J. Org. Chem. 74, 7294-7299 (2009)). While seemingly difficult to accomplish in a highly selective fashion, hydrolysis of the imide proceeded uneventfully (without significant hydrolysis of the allylic chloride) and delivered 1 in >95% ee and 41% overall yield. Notably, this synthesis procedure delivers optically active 1 in acceptable yield and purity through a four-step sequence that does not require a single chromatographic operation. As an indication of the robust nature of this sequence, lOg of 4 was converted to ca. 4g of 1 routinely.

90719-32-7 (S)-4-Benzyloxazolidin-2-one 736225, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; THE SCRIPPS RESEARCH INSTITUTE; MICALIZIO, Glenn, C.; KODADEK, Thomas; SARKAR, Mohosin; WO2013/36753; (2013); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 90719-32-7

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90719-32-7,(S)-4-Benzyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

90719-32-7, Compound IIIa (177 g, available from Jiangsu Senxuan Pharmaceutical Chemical Co., Ltd.) was dissolved in 3 L of dichloromethane,After cooling to 0 C, triethylamine (162 g) and 4-dimethylaminopyridine (12 g) were added,Was added dropwise propionyl chloride (101 g, purchased from Shanghai Da Rui Fine Chemicals Co., Ltd.), reacted at 0 C for 1 hour,Add water quenching reaction, liquid separation, collecting methylene chloride phase, anhydrous sodium sulfate drying, filtration,Concentrated to give 220 g of compound IVa, which was used directly in the next step.

The synthetic route of 90719-32-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Jiangsu Shengdi Pharmaceutical Co., Ltd.; Zhang Fuyao; (10 pag.)CN107098868; (2017); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 90719-32-7

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

90719-32-7,90719-32-7, (S)-4-Benzyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Commercially available compound 24a (800 mg, 4.5 mmol) was dissolved in anhydrous THF (30 mL) in dry glassware under N2, and cooled to -78 C in a dry ice/acetone bath. A solution of 1.6 M n-butyllithium in hexanes (5.0 mmol, 3.1 mL) was syringed in over 3 min. After mixing for 30 min, propionyl chloride (5.0 mmol, 0.43 mL) was syringed in over 3 min. The solution was allowed to slowly warm to room temperature over 14 h and quenched by the addition of saturated NH4Cl (10 mL) and H2O (30 mL). The final aqueous layer was extracted with ethyl acetate (3 ¡Á 40 mL) and the combined organic extracts were dried over MgSO4 and concentrated in vacuo to yield 25a (oil, 1.0 g, 96% yield) which was >95% pure by HPLC. 1H NMR (500 MHz, CDCl3): delta 7.33 (dd, J1 = 7.4 Hz, J2 = 7.6 Hz, 2H), 7.29 (d, J = 6.9 Hz, 1H), 7.21 (d, J = 7.4 Hz, 2H), 4.67 (m, 1H), 4.18 (m, 2H), 3.31 (dd, J1 = 13.3 Hz, J2 = 3.2 Hz, 1H), 2.96 (m, 2H), 2.77 (dd, J1 = 13.3 Hz, J2 = 3.7 Hz, 1H), 1.21 (t, J = 7.4 Hz, 3H).

As the paragraph descriping shows that 90719-32-7 is playing an increasingly important role.

Reference£º
Article; Girnys, Elizabeth A.; Porter, Vanessa R.; Mosberg, Henry I.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7425 – 7434;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem