Category: 131685-53-5

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. 131685-53-5, name is (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone, introduce a new downstream synthesis route as follows., 131685-53-5

To a flame dried 250 mL round bottom flask equipped with a stir bar was added oxazolidinone A (7.0g, 30 mmol) and ethyl acetate (100 mL). To the stirred solution was added MgCl2 (570 mg, 6 mmol), triethylamine (5.7 mL, 45 mmol), and benzaldehyde (3.66 mL, 36 mmol). The reaction was stirred over night then the yellow solution was filtered through a plug of silica (5 cm x 5 cm) with diethyl ether (500 mL). The volatiles were removed in vacuo followed by the addition of methanol (50 mL) and 3 drops of trifluoroacetic acid. The solution was stirred for 1 h; a white precipitate formed, was filtered and washed with methanol (50 mL). The white solid was dried to obtain 8.28 g (81%).

Thank you very much for taking the time to read this article. If you are also interested in other aspects of 131685-53-5, you can also browse my other articles.

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Article; Dixon, Alexandre D.C.; Wilson, Robert J.; Nguyen, Daniel D.; Clark, Daniel A.; Tetrahedron Letters; vol. 58; 43; (2017); p. 4054 – 4056;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

131685-53-5, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 131685-53-5, name is (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone. A new synthetic method of this compound is introduced below.

A solution of sodium bis(trimethylsilyl)amide in n-hexane (1.03 M, 164 mL, 169 mmol) was added to a solution of 11c (32.9 g, 141 mmol) in THF (330 mL) under N2 atmosphere and at -78 C over 45 min, and the mixture was stirred at the same temperature for 30 min. Then, a solution of benzyl (2E)-4-bromobut-2-en-1-yl ether (35.5 g, 148 mmol) in THF (80 mL) was added to the above solution over 30 min, and the mixture was stirred at the same temperature for 30 min. The reaction mixture was raised to -40 C and further stirred for 4 h. Saturated NH4Cl aqueous solution (100 mL) was added to the reaction mixture, and the mixture was further stirred at room temperature for 1 h. The reaction mixture was concentrated under reduced pressure and diluted with water (500 mL), followed by extraction with AcOEt. Then, the organic layer was washed with water and brine, and dried over anhydrous MgSO4. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent, n-hexane/AcOEt = 7:1-2:1) to obtain (4S)-4-benzyl-3-[(2R,4E)-6-(benzyloxy)-2-methylhex-4-enoyl]-1,3-oxazolidin-2-one (37.9 g, 69%, 99% ee) as a colorless liquid. 1H NMR (400 MHz, CDCl3): delta 7.40-7.14 (m, 10H), 5.75 (dt, 1H, J = 15.6, 6.3 Hz), 5.69 (dt, 1H, J = 15.6, 5.4 Hz), 4.71-4.63 (m, 1H), 4.49 (s, 2H), 4.22-4.11 (m, 2H), 3.98 (d, 2H, J = 5.5 Hz), 3.92-3.81 (m, 1H), 3.28 (dd, 1H, J = 13.3, 3.1 Hz), 2.67 (dd, 1H, J = 13.3, 10.2 Hz), 2.58-2.49 (m, 1H), 2.30-2.21 (m, 1H), 1.19 (d, 3H, J = 6.7 Hz)., 131685-53-5

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about131685-53-5

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Article; Nakamura, Yuji; Fujimoto, Teppei; Ogawa, Yasuyuki; Namiki, Hidenori; Suzuki, Sayaka; Asano, Masayoshi; Sugita, Chie; Mochizuki, Akiyoshi; Miyazaki, Shojiro; Tamaki, Kazuhiko; Nagai, Yoko; Inoue, Shin-Ichi; Nagayama, Takahiro; Kato, Mikio; Chiba, Katsuyoshi; Takasuna, Kiyoshi; Nishi, Takahide; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 3175 – 3196;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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. 131685-53-5, name is (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,below Introduce a new synthetic route., 131685-53-5

Example 15; Step 15A: Compound 15a; (S) -4-Benzyl-3-propionyl-oxazolidin-2-one (46.7 g, 200.0 mmol) was dissolved in THF (870 mL) under inert atmosphere (N2). This was then cooled to-70 C (dry ice/acetone) and treated with sodium hexamethyldisilazide-HMDS (110 mL of a 2. 0M solution in THF, 220.0 mmol) in a dropwise fashion (addition lasted for-45 min. ). The resulting mixture was stirred at-70 C for 1 h. A solution of 4-chlorobenzyl bromide (53.4 g, 260.0 mmol) in THF (160 mL) was then added dropwise over 30 min. The resulting mixture was stirred at-70 C for 6 h and then allowed to warm to room temperature overnight. The reaction was carefully quenched with H20 (100 mL) and the solvent was removed in vacuo. The resulting slurry was suspended in H20 (200 mL) and filtered. The solid was rinsed with EtOAc and air-dried to give 36. 67 g (102.6 mmol, 51%) of 15a. A second crop was obtained from the filtrates after the organic layer was separated, washed with brine, dried (MgS04) and evaporated. The resulting brown solid was suspended in MeOH and filtered to give 17.22 g (48.2 mmol, 24%) of 15a. Only one diastereomer was observed by IH NMR and by single crystal X-ray analysis. IH NMR (Cl3-300 MHz) b 1.18 (d, J = 6.3 Hz, 3H, ) ; 2.66-2. 56 (m, 2 H); 3.16-3. 07 (m, 2H); 4.22-4. 02 (m, 3H); 4. 71- 4.63 (m, 1H) ; 7.08-7. 05 (m, 2H); 7.32-7. 21 (m, 7H)., 131685-53-5

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; NEUROCRINE BIOSCIENCES, INC.; WO2005/42516; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

131685-53-5, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 131685-53-5, name is (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone. A new synthetic method of this compound is introduced below.

General procedure: To an ice-cooled stirred solution of compound 18 (2.0 g, 7.3 mmol) in CH2Cl2 (15 mL), dibutylboron triflate (8.1 mL, 1 M in CH2Cl2, 8.1 mmol) was added dropwise such that the internal temperature was maintained at 0 C. After 10 min, i-Pr2NEt (1.6 mL, 8.8 mmol) was added and stirring was continued for another 30 min at the same temperature. The reaction mixture was then cooled to -78 C and aldehyde 7 (1.5 g, 7.3 mmol) in CH2Cl2 (10 mL) was added dropwise and allowed to stir for another 1 h, then warmed to 0 C and stirred for another 1 h. At the end, it was quenched slowly with a phosphate buffer (8.1 mL, pH 7.0), MeOH (16.2 mL) and then with a mixture of 30% H2O2 and MeOH (1:2), (24.3 mL). After stirring at rt for 1 h, the reaction mixture was diluted with CH2Cl2 (20 mL). The layers were separated out and the aqueous layer was extracted with CH2Cl2 (2 * 20 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue thus obtained was purified by flash silica gel chromatography (EtOAc/light petroleum, 1:6) to furnish aldol product 19 (2.52 g, 72%) as a thick viscous liquid. (c 1.2, CHCl3); IR (CHCl3) cm-1: 3498, 2930, 1780, 1692, 1645, 1478, 1386, 1028, 699; 1H NMR (200 MHz, CDCl3): delta 0.95 (d, 3H, J = 6.6 Hz), 1.12-1.2 (m, 1H), 1.44-1.83 (m, 6H), 1.92-2.03 (m, 1H), 2.06-2.16 (m, 2H), 2.66 (dd, 1H, J = 10.2, 13.1 Hz), 3.20-3.40 (m, 3H), 3.72-3.85 (m, 1H), 4.09-4.16 (m, 3H), 4.48 (s, 2H), 4.60-4.75 (m, 1H), 4.95-5.08 (m, 2H), 5.70-5.88 (m, 1H), 7.23-7.33 (m, 10H); 13C NMR (50 MHz, CDCl3): delta 17.3, 26.1, 30.1, 31.2, 31.8, 33.4, 38.0, 47.3, 55.6, 65.9, 73.0, 75.6, 76.4, 115.5, 127.4 (* 2), 127.5 (* 2), 128.3 (* 2), 129.0 (* 2), 129.3 (* 2), 135.3, 137.8, 138.7, 153.5, 175.6; EIMS: (M+Na)+ calcd for 502.26. Found: 502.37; Anal. Calcd for C29H37NO5: C, 72.62; H, 7.78; N, 2.92. Found: C, 72.77; H, 7.65; N, 2.89.

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about 131685-53-5 if you are interested.

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Article; Chatterjee, Bhaskar; Mondal, Dhananjoy; Bera, Smritilekha; Tetrahedron Asymmetry; vol. 23; 15-16; (2012); p. 1170 – 1185,16;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

131685-53-5, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 131685-53-5, name is (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone. A new synthetic method of this compound is introduced below.

Next, the deprotection of the acetonide group in compound 6 in the presence of catalytic p-TSA in methanol gave the diol 7 in 71% yield.

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about131685-53-5

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Article; Vadhadiya, Paresh M.; Rout, Jeetendra K.; Ramana; Tetrahedron; vol. 71; 48; (2015); p. 9088 – 9094;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

131685-53-5, (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

131685-53-5, (S)-(+)-4-Benzyl-3-propanoyl-2-oxazolidinone 27 (3.0?g, 12.9?mmol) in CH2Cl2 (30.0?mL) was cooled to -78?C. Dibutylboron triflate (1.0?M in CH2Cl2, 13.0?mL, 12.9?mmol) and Pri2NEt (2.3?mL, 12.9?mmol) were added and the mixture was stirred for 30?min before octanal (1.4?mL, 9.2?mmol) in CH2Cl2 (9.0?mL) was added dropwise. The mixture was stirred at -78?C for further 30?min and then at room temperature for 2?h. aq. Sodium phosphate buffer at pH 7.0 (100?mM, 100?mL) was added slowly to the reaction mixture. The organic layer was washed [aq. HCl (1.0?M), aq. NaHCO3 (saturated), brine] and dried. Column chromatography (Petroleum ether/EtOAc 10:1???6:1) gave 28 (2.53?g, 76%) as a colourless oil. [alpha]D21 +51.4 (c 0.74 in CHCl3); IR numax 3517 (OH), 1780 (C=O), 1692 (C=O) cm-1; 1H NMR (500.13?MHz; CDCl3) deltaH 7.26-7.07 (5H, m, Ar-H), 4.65-4.55 (1 H, m, 4-H), 4.16-4.05 (2 H, m, 5-H), 3.89-3.80 (1 H, m, 3′-H), 3.68 (1 H, qd J?=?7.0, 3.0?Hz, 2′-H), 3.14 (1 H, dd, J?=?13.0, 3.0?Hz, CHHAr), 2.92 (1 H, s, OH), 2.70 (1 H, dd, J?=?13.0, 9.0?Hz, CHHAr), 1.50-1.10 (15H, m, 6?*?CH2 and CH3CH), 0.79 (3 H, t, J?=?6.5?Hz, 10′-H3); 13C NMR (125.77?MHz, CDCl3) deltaC177.23 (1′-C), 152.87 (2-C), 134.92 (Ar-C), 129.24 (Ar-C), 128.73 (Ar-C), 127.18 (Ar-C), 71.35 (3′-C), 65.96 (5-C), 54.91 (4-C), 42.02 (2′-C), 37.53 (CHHAr), 33.77 (CH2), 31.62 (CH2), 29.35 (CH2), 29.05 (CH2), 25.84 (CH2), 22.45 (CH2), 13.90 (CH3CH), 10.31 (10′-C); ESI-MS m/z 384.2134 [M+Na]+ (C21H31NNaO4 requires 384.2151).

131685-53-5 (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone 10966403, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Yevglevskis, Maksims; Lee, Guat L.; Nathubhai, Amit; Petrova, Yoana D.; James, Tony D.; Threadgill, Michael D.; Woodman, Timothy J.; Lloyd, Matthew D.; Bioorganic Chemistry; vol. 79; (2018); p. 145 – 154;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.131685-53-5,(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

To a solution of S-(+)-4-benzyl-3-propionyl-2-oxazolidinone (100 mg, 429 mumol) in CH2Cl2 (3.0 mL),TiCl4 (60 muL) and N,N,N?N?-tetramethylethylenediamine (160 muL, 1.07 mmol) were added at 0 C under Ar. Cinnamaldehyde (60 muL, 470 mumol) was added and the mixture was stirred at 0 C for 90 min. A saturated NH4Cl aqueous solution (1.0 mL) was added and the suspension was filtered through a Celite pad under suction. After the filtrate was suspended in H2O (15 mL), it was extracted with EtOAc (20 mL ¡Á2).The combined organic solution was washed with brine, dried over MgSO4, and then concentrated in vacuo. Silica gel column chromatography of the residue (EtOAc:hexane = 30:70) gave the aldol adduct (30.0 mg, 85%) as a white, amorphous solid. 1H-NMR (CDCl3) delta 1.26 (3H, d, J = 7.0 Hz), 2.71 (1H, dd, J = 9.5, 13.5Hz), 2.79 (1H, d, J = 7.3 Hz, exchangeable), 3.28 (1H, dd, J = 3.4, 13.5 Hz), 4.15 (1H, dd, J = 3.4, 9.5 Hz), 4.20 (1H, t, J = 9.1 Hz), 4.47 (1H, ddd, 1.0, 7.3, 14.3 Hz), 4.70 (1H, m), 6.29 (1H, dd, J = 7.3, 16.0 Hz), 6.67 (1H, dd, J = 1.0, 16.0 Hz), 7.16-7.41 (10H, aromatic protons). The 1H-NMR spectrum is in accordance with the spectrum reported by Evans.4, 131685-53-5

The synthetic route of 131685-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ito, Atsushi; Kumagai, Ikuya; Maruyama, Miku; Maeda, Hayato; Tonouchi, Akio; Nehira, Tatsuo; Kimura, Ken-Ichi; Hashimoto, Masaru; Tetrahedron Letters; vol. 57; 10; (2016); p. 1117 – 1119;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.131685-53-5,(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

Example 15; Step 15A: Compound 15a; (S) -4-Benzyl-3-propionyl-oxazolidin-2-one (46.7 g, 200.0 mmol) was dissolved in THF (870 mL) under inert atmosphere (N2). This was then cooled to-70 C (dry ice/acetone) and treated with sodium hexamethyldisilazide-HMDS (110 mL of a 2. 0M solution in THF, 220.0 mmol) in a dropwise fashion (addition lasted for-45 min. ). The resulting mixture was stirred at-70 C for 1 h. A solution of 4-chlorobenzyl bromide (53.4 g, 260.0 mmol) in THF (160 mL) was then added dropwise over 30 min. The resulting mixture was stirred at-70 C for 6 h and then allowed to warm to room temperature overnight. The reaction was carefully quenched with H20 (100 mL) and the solvent was removed in vacuo. The resulting slurry was suspended in H20 (200 mL) and filtered. The solid was rinsed with EtOAc and air-dried to give 36. 67 g (102.6 mmol, 51%) of 15a. A second crop was obtained from the filtrates after the organic layer was separated, washed with brine, dried (MgS04) and evaporated. The resulting brown solid was suspended in MeOH and filtered to give 17.22 g (48.2 mmol, 24%) of 15a. Only one diastereomer was observed by IH NMR and by single crystal X-ray analysis. IH NMR (Cl3-300 MHz) b 1.18 (d, J = 6.3 Hz, 3H, ) ; 2.66-2. 56 (m, 2 H); 3.16-3. 07 (m, 2H); 4.22-4. 02 (m, 3H); 4. 71- 4.63 (m, 1H) ; 7.08-7. 05 (m, 2H); 7.32-7. 21 (m, 7H)., 131685-53-5

131685-53-5 (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone 10966403, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/42516; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.131685-53-5,(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

General procedure: To a solution of imide 11 (548 mg, 2.35 mmol) in CH2Cl2 (11.8 mL) was added dropwise a solution of TiCl4 in CH2Cl2 (1.00M, 3.53 mL, 3.53 mmol) at 0 C. The color of the solution turned to yellow soon. After stirring for 5 min, TMEDA (0.928 mL, 6.23 mmol) was added dropwise. The resulting dark red solution was stirred for 1 h at 0 C before n-octanal (12,0.819 mL, 5.24mmol) was added dropwise. After the resulting mixture was stirred for another 2 h at 0 C, the reaction was quenched with aqueous NH4Cl. The resulting yellow precipitates were filtered off. The filtrate was extracted threetimes with CH2Cl2. The combined organic phases were dried over Na2SO4 and concentrated under reduced pressure.The crude product was purified by silica gel column chromatography (diethyl ether / n-hexane 1:3 to 1:1) to give 13(575 mg, 1.59 mmol, 68%) as a pale yellow oil.

131685-53-5, As the paragraph descriping shows that 131685-53-5 is playing an increasingly important role.

Reference£º
Article; Nakajima, Daisuke; Sueyoshi, Kosuke; Orihara, Kensuke; Teruya, Toshiaki; Yokoshima, Satoshi; Synlett; vol. 30; 8; (2019); p. 924 – 927;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

131685-53-5, (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

TiCl3(OiPr) was first prepared using dry glassware under N2. A solution of 1 M TiCl4 in dichloromethane (3.4 mmol, 3.4 mL) was cooled to 0 C, and Ti(OiPr)4 (1.1 mmol, 0.34 mL) was added dropwise over 5 min. The solution was diluted with anhydrous dichloromethane (3.5 mL) and stirred at 0 C for 15 min. Meanwhile, compound 25a (1.0 g, 4.3 mmol) was dissolved in anhydrous dichloromethane (14 mL) in dry glassware under N2, and DIEA (0.79 mL) was added dropwise over 5 min, with stirring, at room temperature and then cooled to 0 C. The TiCl3(OiPr) solution was added to the 25a solution dropwise over 25 min. The TiCl3(OiPr) flask was rinsed with anhydrous dichloromethane (2 mL), and the rinse added to the combined flask. The solution was stirred at 0 C for 30 min, and then acrylonitrile (0.43 mL, 6.5 mmol) was added dropwise over 10 min, and this solution stirred at 0 C for 4 h. The reaction was quenched with the addition of saturated NH4Cl (25 mL) and H2O (15 mL), and the aqueous layer was extracted with diethyl ether (3 ¡Á 40 mL). The organic extracts were combined and washed with saturated NaHCO3 (55 mL) followed by brine (55 mL), dried over MgSO4 and concentrated in vacuo to yield a yellow oil. The oil was purified using the Flash+ system and a mobile phase of 3:7 ethyl acetate-hexanes (Rf = 0.30), to yield 26a as a very slightly yellow oil (890 mg, 72% yield). 1H NMR (500 MHz, CDCl3): delta 7.35 (dd, J1 = 7.6 Hz, J2 = 7.1 Hz, 2H), 7.30 (d, J = 7.3 Hz, 1H), 7.21 (d, J = 7.1 Hz, 2H), 4.69 (m, 1H), 4.20 (m, 2H), 3.83 (sextet, J = 6.9 Hz, 1H), 3.31 (dd, J1 = 13.4 Hz, J2 = 3.2 Hz, 1H), 2.78 (dd, J1 = 13.3 Hz, J2 = 3.6 Hz, 1H), 2.41 (dt, J1 = 7.7 Hz, J2 = 1.2 Hz, 2H), 2.19 (m, 1H), 1.81 (m, 1H), 1.24 (d, J = 6.9 Hz, 3H).

131685-53-5, As the paragraph descriping shows that 131685-53-5 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