Day: September 28, 2020

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-1H: (4S)-4-(Propan-2-yl)-3-(5,5,5-trifluoropentanoyl)-1,3-oxazolidin-2-one [0285] 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 min. 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 (4.18 g, 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 min. After stirring for 10 min, the above acid chloride, dissolved in THF (20 mL), was added via cannula over 15 min. 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 NH4Cl, and the mixture was extracted with EtOAc (2¡Á). 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 SiO2 120 g). Concentration of the appropriate fractions provided Intermediate S-1H (7.39 g, 86%) as a colorless oil: 1H NMR (400 MHz, CDCl3) delta ppm 4.44 (1H, dt, J=8.31, 3.53Hz), 4.30 (1H, t, J=8.69 Hz), 4.23 (1H, dd, J=9.06, 3.02Hz), 2.98-3.08 (2H, m), 2.32-2.44 (1H, m, J=13.91, 7.02, 7.02, 4.03Hz), 2.13-2.25 (2H, m), 1.88-2.00 (2H, m), 0.93 (3H, d, J=7.05 Hz), 0.88 (3H, d, J=6.80 Hz).

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; Gavai, Ashvinikumar V.; DeLucca, George V.; O’Malley, Daniel; Gill, Patrice; Quesnelle, Claude A.; Fink, Brian E.; Zhao, Yufen; Lee, Francis Y.; US2014/87992; (2014); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Di-tert-butyl azodicarboxylate (0.56 g, 2.43 mmol) was added portionwise to a mixture of 5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester (0.5 g, 2.0 mmol), (i?)-l-boc-2,2-dimethyl-4-hydroxymethyl-oxazolidine (0.49 g, 2.1 mmol) andtriphenylphosphine (0.64 g, 2.4 mmol) in THF (10 mL) at 0 C. The mixture was stirred at room temperature for 30 minutes. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (silica; DCM in heptane 50/50 to 100/0). Desired fractions were collected and the solvent evaporated in vacuo to yield (i?)-4-(5- ethoxycarbonyl-3-phenoxymethyl-pyrazol-l-ylmethyl)-2,2-dimethyl-oxazolidine-3- carboxylic acid tert-butyl ester (0.91 g, 98 % yield) as a clear oil., 108149-63-9

108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; VANDERBILT UNIVERSITY; CONN, P., Jeffrey; LINDSLEY, Craig, W.; STAUFFER, Shaun, R.; BARTOLOME-NEBREDA, Jose, Manuel; CONDE-CEIDE, Susana; MACDONALD, Gregor, James; TONG, Han, Min; JONES, Carrie, K.; ALCAZAR-VACA, Manuel, Jesus; ANDRES-GIL, Jose, Ignacio; MALOSH, Chrysa; WO2012/83224; (2012); 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.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

0.4 ml of a 40% solution of diethyl azodicarboxylate (0.9 mmol) in toluene is added to a solution, cooled with an ice bath, of 0.111 g (0.44 mmol) of 3-[6-(4-chlorophenyl)pyrimidin-4-yl]propan-1-ol, prepared in stage 5.4., of 0.077 g (0.76 mmol) of 1,3-oxazolidine-2,4-dione and of 0.235 g (0.89 mmol) of triphenylphosphine in 4 ml of tetrahydrofuran. The mixture is subsequently stirred at ambient temperature overnight. It is taken up in a mixture of ethyl acetate and of water. The organic phase is washed with a saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated. The residue is purified by chromatography on silica gel, elution being carried out with a 97/3 mixture of dichloromethane and of methanol, to produce 0.117 g (0.35 mmol) of product in the solid form.

2346-26-1, As the paragraph descriping shows that 2346-26-1 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS; US2007/21426; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

152305-23-2, (S)-4-(4-Aminobenzyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,152305-23-2

Example – J: Preparation of (S)-4-(4-methylphenyl hydrazine)-., 3-oxazolidin-2-one (S)-4-4-(amino benzyl)-l,3- oxazolidine-2-one (10 g, 0.052 moles) is suspended in water (20 ml) and cooled to -5¡ãC. A solution of sodium Nitrite (4.2 g; 0.06 moles in 42.0 ml water) is slowly added to the above solution and stirred for 45 min. at -5 to 00C.The above reaction mixture is added lot- wise at 5¡ãC to 10¡ãC to a solution of Triphenyl phosphine (40.91 g; 0.155 moles) in methanol (120.0 ml) and diethyl ether (40.0 ml).The reaction mixture is stirred at room temperature for about 8hrs. After the reaction is completed the resulted dark brown oily layer is separated and evaporated under vacuum. The obtained residue is triturated with chloroform and methanol to get the desired product (35.0g).

As the paragraph descriping shows that 152305-23-2 is playing an increasingly important role.

Reference£º
Patent; MATRIX LABORATORIES LTD; WO2007/83320; (2007); 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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Dibenzyl diisopropylphosphoramidite (1.067 mL, 3.24 mmol) is added to compound 8540,41 (0.5 g, 2.162 mmol) and 1H-tetrazole (0.454 g, 6.49 mmol) in CH3CN (10 mL) and the mixture stirred for 1 h. The solvent is evaporated and the residue flash chromatographed (EtOAc-hexanes, 1:9 v/v) to give tert-butyl (4R)-4-({[bis(benzyloxy)phosphanyl]oxy}methyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate as a colourless oil. This is dissolved in CH2Cl2 (10 mL) cooled in ice-water and MCPBA (m-chloroperoxybenzoic acid) (0.995 g, 4.32 mmol) added and stirred for 30 min. The mixture is diluted with CH2Cl2 (50 mL) and washed with satd aq Na2SO3, satd aq NaHCO3 (3*) then brine, dried and the solvent evaporated. The residue is flash chromatographed (DCM-hexanes-EtOAc, 4:3:1 v/v/v) to give tert-butyl (4R)-4-({[bis(benzyloxy)phosphoryl]oxy}methyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate as a colourless oil (0.816 g, 77%). [alpha]22D +21.5 (c 0.57, CHCl3). 1H NMR (500 MHz, CDCl3) 7.34 (s, 10H), 5.08-5.00 (m, 4H), 4.22-4.16 (m, 0.5H), 4.13-4.06 (m, 1H), 3.97-3.83 (m, 3H), 3.77 (q, J = 8.6, 0.5H), 1.52-1.41 (m, 15H). 13C NMR (125.7 MHz) 152.1, 151.4 (C), 135.7 (C), 128.6 (CH), 127.9 (CH), 94.1, 93.6 (C), 80.6, 80.3 (C), 69.4 (CH2), 65.7, 65.3 (CH2), 64.8, 64.6 (CH2), 56.6, 56.5, 56.32, 56.26 (CH), 28.3 (CH3), 27.4, 24.3 (CH3), 26.6, 23.0 (CH3). Referenced to the centre line of CDCl3 at delta 77.0. 31P NMR (202.3 MHz, CDCl3) -1.0 (s), -1.1 (s). ESI-HRMS for C25H34NNaO7P [M+Na]+ calcd 514.1971; found 514.1968. This material (0.77 g, 1.567 mmol) and 10% Pd-C (100 mg) are stirred in EtOH (15 mL) under a hydrogen atmosphere at ambient temperature and pressure for 16 h. The mixture is filtered through cellulose paper and the solvent is evaporated to give {[(4R)-3-[(tert-butoxy)carbonyl]-2,2-dimethyl-1,3-oxazolidin-4-yl]methoxy}phosphonic acid as a colourless gum (480 mg). This is dissolved in 80% aq TFA (10 mL) and left at room temperature for 2 h. The solvent is evaporated and the residue dissolved in H2O (10 mL) and washed with CH2Cl2 (2 * 10 mL) then evaporated. The residue is dissolved in H2O and chromatographed on RP 18 silica gel (H2O) to give 86 as a colourless gum which solidified (0.26 g, 97%). [alpha]22D 0 (c 0.565, H2O). No measurable rotation observed. 1H NMR (500 MHz, D2O) 4.19-4.12 (m, 1H), 4.11-4.03 (m, 1H), 3.90 (dd, J = 12.3, 4.7, 1H), 3.81 (dd, J = 12.3, 6.7, 1H), 3.63 (m, 1H). Referenced to HOD at delta 4.79. 13C NMR (125.7 MHz, D2O) 62.9 (d, J = 3.2, CH2), 59.1 (CH2), 53.5 (d, J = 7.4, CH). Referenced to internal CH3CN at delta delta 1.47. 31P NMR (202.3 MHz, D2O) 0.0 (s). ESI-HRMS for C3H9NO5P [M-H]- calcd 170.0218; found 170.0211.

108149-63-9, As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

Reference£º
Article; Clinch, Keith; Crump, Douglas R.; Evans, Gary B.; Hazleton, Keith Z.; Mason, Jennifer M.; Schramm, Vern L.; Tyler, Peter C.; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 5629 – 5646;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

497-25-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

Example 101 (R) and (S) -3- (5′-fluoro-2,2-dimethyl-2′-oxospiro [cyclopropane- 1 ,3′-hidoline] – 1 ‘-yl) -5- (2-oxooxazolidin-3-yl)benzoic acidSynthesis of methyl-3-bromo-5-(2-oxooxazolidin-3-yl)benzoateA suspension of 3-bromo-5-iodo-benzoic acid methyl ester (682 mg, 2 mmol), oxazolidin- 2-one (191 mg, 2.2 mmol), Cul (76 mg, 0.4 mmol), potassium carbonate (545mg, 4mmol) and N, N’-dimethyl-ethane-l,2-diamine (86uL, 0.8mmol) in acetonitrile (15 mL) was stirred for 16 hours at 90C. The precipitate was filtered off and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford 3-bromo-5-(2-oxo-oxazolidin-3-yl)- benzoic acid methyl ester (480 mg, 80%) which was used for next step without further purification.

The synthetic route of 497-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HE, Yun; HUANG, Mengwei; YUN, Hongying; WO2011/70039; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,95715-86-9

Step 3: Preparation of (S)-3 -(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4- carboxylic acid (Intermediate 4) To a solution of (5)-3-tert-butyl-4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (6.75 g, 26.0 mmol) in THF (80 mL) and water (40 mL) was added lithium hydroxide hydrate (1.20 g, 28.6 mmol) at room temperature. The reaction mixture was. stirred for 12 hours at room temperature. After evaporation of volatile solvents, the residue was diluted with EtOAc, neutralized with 2 N aq. HC1, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to obtain the title compound (6.32 g, 99%), which was used for the next reaction without further purification.?H-NMR (400 MHz, CDC13): (two sets of rotamers) 4.40-4.5 1 (m, 1H),4.17-4.28 (m, 1H), 4.11-4.15 (m, 1H), 1.62 and 1.67 (s and s, 3H), 1.51 and 1.54 (s and s, 3H), 1.43 and 1.51 (s and s, 9H).

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; KAINOS MEDICINE, INC.; OH, Su-Sung; CHOI, Minjeong; WO2015/156601; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

General procedure: Following the general procedure, the reactionwas carried out starting from carboxylic acid 5 (735 mg, 3 mmol), EDC (630 mg, 3.1 mmol), HOBT (504 mg, 1.1mmol), 1-pentadecyne (1.872 g, 9 mmol) and n-butyllithium(576 mg, 9 mmol), to give 783 mg of ynone 7as an oil (60% yield). TLC (Hexane-AcOEt 85:15) RF 0.50. [a]D-51.9(c 2.0 in CHCl3). 1H NMR(300 MHz, CDCl3): d 4.34(dd, 1H, J = 7.4,3.8 Hz) 4.14 (dd, 1H, J =9.4, 7.4 Hz), 4.05 (dd, 1H, J =9.4, 3.8 Hz), 2.37 (t, 2H, J = 6.9), 1.69 (s, 3H), 1.53 (s, 3H), 1.49 (m, 4H), 1.45 (s, 9H),1.24 (m, 18H), 0.87 (t, 3H, J = 7.2Hz). 13CNMR (75 MHz, CDCl3): delta 186.2, 127.9, 98.1, 95.3,80.6, 66.5, 65.7, 65.3, 51.6, 31.8, 29.5, 29.4, 29.3, 28.9, 28.8, 28.3, 28.1,27.5, 26.1, 25.1, 25, 24.2, 22.6, 19, 14. Anal.Calcd. For C26H45NO4: C, 71.68; H, 10.41; N,3.22. Found: C, 71.66; H, 10.40; N, 3.21

139009-66-8, As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

Reference£º
Article; Morales-Serna, Jose Antonio; Sauza, Alejandro; Padron De Jesus, Gabriela; Gavino, Ruben; Garcia De La Mora, Gustavo; Cardenas, Jorge; Tetrahedron Letters; vol. 54; 52; (2013); p. 7111 – 7114;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.497-25-6,Oxazolidin-2-one,as a common compound, the synthetic route is as follows.

497-25-6, 4-Fluoro-2-(2-oxooxazolidin-3-yl)bejizonitrile. A 48 mL pressure vessel containing 2-bromo-4-fluorobenzonitrile (1.00 g, 5.00 mmol), 2-oxazolidone (0.390 g, 4.50 mmol), K2CO3 (0.970 g, 7.0 mmol) and xantphos (0.231 g, 0.40 mmol) in dioxane (10 mL) was degassed with argon for 15 min. Pd2dba3 (0.140 g, 0.15 mmol) was introduced and then the reaction mixture was heated at 70 0C for 18 h. The mixture was cooled, diluted with dioxane, and then filtered through Celite. The resulting mixture was concentrated in vacuo and subjected to column chromatography on silica gel with hexanes-.ethyl acetate (1:1) to (3:7) gradient as the eluent to afford the title compound as a white solid (0.460 g, 50% yield): 1H NMR (400 MHz, CDCl3) delta ppm: 7.73 (IH, dd, J = 5.8, 8.6 Hz), 7.43 (IH, dd, J = 2.5, 9.6 Hz), 7.11 (IH, ddd, J = 2.5, 7.5, 8.7 Hz), 4.60 (2H, t, J = 7.1 Hz), 4.29 (2H, t, J = 7.1 HJz); LCMS f ESI, M+H*) m/z 207.

As the paragraph descriping shows that 497-25-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/64316; (2007); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem