Day: October 21, 2020

147959-19-1, (S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,147959-19-1

To a stirred solution of (S)-2,2-dimethyl-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid tert-butyl ester (15.5 g; CAS 147959-19-1) in dry diethyl ether (100 ml) under an argon atmosphere at room temperature was added dropwise a solution of ethylmagnesium bromide in diethyl ether (42.6 ml, 3 M solution) and stirring continued for 1 hour. The reaction mixture was then quenched by careful addition of water (10 ml) and the mixture was then filtered through decalite. The filtrate was washed sequentially with water and with saturated brine and then the organic phase was separated, dried over sodium sulphate, filtered and concentrated in vacuo. The reside was purified by column chromatography (SiO2; gradient: heptane/EtOAc 100:0?50:50) to give (S)-4-((R)-2-hydroxy-butyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (7.30 g) from fractions eluting first and (S)-4-((S)-2-hydroxy-butyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (6.44 g) from fractions eluting later, both compounds as colourless oils. (S)-4-((R)-2-Hydroxy-butyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester: 1H NMR delta (CDCl3, 300 MHz): 4.52 (1H, br. D, J=3.3 Hz), 4.23 (1H, m), 4.00 (1H, dd, J=8.7 & 5.4 Hz), 3.66 (1H, d, J=8.7 Hz), 3.40 (1H, m), 1.79 (1H, td, J=11.4 & 2.1 Hz), 1.60-1.44 (16H, m), 0.95 (3H, t, J=7.5 Hz). (S)-4-((S)-2-Hydroxy-butyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester: 1H NMR delta (CDCl3, 300 MHz): 4.12 (1H, m), 3.98 (1H, dd, J=9.0 & 5.7 Hz), 3.82 (1H, m), 3.55 (1H, m), 2.88 (1H, br. s), 1.79 (1H, m), 1.70-1.40 (16H, m), 0.95 (3H, t, J=7.5 Hz).

As the paragraph descriping shows that 147959-19-1 is playing an increasingly important role.

Reference£º
Patent; Galley, Guido; Goergler, Annick; Groebke Zbinden, Katrin; Norcross, Roger; US2010/29589; (2010); 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.

Step 3: Preparation of (S)-tert-butyl-4- (3 -(4-chlorobenzoyl)-4,5-dimethylthiophen-2- ylcarbamoyl)-2 ,2-dimethyloxazolidine-3 -carboxylate (Intermediate 44) To a solution of (S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid (Intermediate 4, 0.886 g, 3.61 mmol) in DCM (9 mL) was added Nmethylmorpholine (NMM) (0.397 mL, 3.61 mmol) followed by isobutyl chioroformate (0.474 mL, 3.61 mmol) at 0 C. The mixture was stirred for 30 mm at room temperature. After addition of (2-amino-4,5-dimethylthiophen-3 -yl)(4- chlorophenyl)methanone (Intermediate 43, 0.800 g, 3.01 mmol) to the mixture, thereaction mixture was stirred for 2 days at room temperature. The reaction mixture was diluted with DCM, washed with 2 N aq. HC1, saturated aq. NaHCO3 and water, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on Si02 (Hex:EtOAc = 5:1 to 3:1 to 1:1) to obtain the title compound (1.80 g, 88%) as a viscous yellow oiL ?H-NMR (400 MHz, CDC13): (two sets from rotamers) 11.4 (brs, ill), 7.53 (d, J= 8.0 Hz, 2H), 7.41 (d, J= 8.4 Hz, 2H), 4.65-4.13 (m, 3H), 2.26 (s, 3H), 1.84 and 1.79 (s and s, 3H), 1.68 (s, 3H), 1.57 and 1.56 (s and s, 4H), 1.47 (s, 3H), 1.29- 1.24 (rn, 5H)., 139009-66-8

139009-66-8 (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid 6932187, 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

95530-58-8, (R)-4-Isopropyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95530-58-8, To a solution of hex-5-enoic acid (11.24 g, 87.0 mmol), (4R)-4-isopropyl-1, 3-oxazolidin- 2-one (12.91 g, 113. 1 mmol) and DMAP (1. 06 g, 8.70 mmol) in CH2CI2, was added DCC (23.33 g, 113. 1 mmol) at 0 C and the mixture was stirred at 0 C for 15 min. Then the mixture was stirred at room temperature overnight and was filtered through a pad of celite and the filtrate was washed with sat. NaHCO3aq. The organic layer was dried over Na2SO4, filtered and evaporated. The crude product was purified by silica gel column chromatography (hexane-AcOEt 20: 1-10: 1) to give the titled compound (16.60 g, 73.7 mmol). 1H NMR (CDCI3) 6 : 5.90-5. 70 (m, 1H), 5.10-4. 95 (m, 2H), 4.50-4. 42 (m, 1H), 4.35-4. 15 (m, 2H), 3.10-2. 80 (m, 2H), 2.46-2. 30 (m, 1H), 2.20-2. 08 (m, 2H), 1.90-1. 68 (m, 2H), 0.92 (d, J = 7.1 Hz, 3H), 0.88 (d, J= 6.9 Hz, 3H) ppm

The synthetic route of 95530-58-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER JAPAN, INC.; PFIZER INC.; WO2005/80317; (2005); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

875444-08-9, (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

875444-08-9, Step 6: Synthesis of (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-3-((5′-ethyl-4′-fluoro-2′-methoxy-4- (trifluoromethyl)biphenyl-2-yl)methyl)-4-methyloxazolidin-2-one (desmethylanacetrapib, DMAP); The chiral intermediate (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one (compound of formula XV; cf. also compound 11 in Scheme 3) (280 mg) prepared by procedure of WO 2007/005572 is dissolved in DMF (30 mL) and cooled to -15C. 2 M NaHMDS (3.90 mL, 1.05 eq) was then added over 1 h, followed by addition of the biaryl chloride EBFCI (270 mg) in DMF (5 mL), maintaining the internal temperature below -10 C. The mixture was warmed to +12 C and was aged until complete conversion took place. Then 5M HCI (3.5 mL) was added, followed by 20 mL of 10% IPAC/Heptanes and 40 mL of water, keeping the temperature between 10C and 20C throughout. The layers were cut and the organic layer was washed twice with 20 mL of 1/1DMF/water followed by two 15 mL water washes. The organic layer was then removed under reduced pressure and the resulting residue was purified by flash chromatography (EtOAc/hexanes) to remove the excess oxazolidinone (compound of formula XV). The pure (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-3-((5′-ethyl-4′- fluoro-2′-methoxy-4-(trifluoromethyl)biphenyl-2-yl)methyl)-4-methyloxazolidin-2-one (DMAP, compound of formula XI I”) was obtained as a colorless oil (388 mg, 80%).

875444-08-9 (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one 23583229, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2012/85133; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

695-53-4,695-53-4, 5,5-Dimethyloxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of naphthalene-2,3-dicarboxylic anhydride (0.158 g, 0.8 mmol), 2 (0.104 g, 0.8 mmol), anhydrous NiCl2 (0.104 g, 0.8 mmol), urea (0.337 g, 5.6 mmol) and a catalytic amount of MOA was stirred in boiling sulfolane (3 mL) under argon for 1 h. After cooling to room temperature, the reaction mixture was diluted with water. The precipitate was filtered off and washed with hot water. After drying, the crude residue was reprecipitated from H2SO4/H2O, and the resultant precipitate was filtered off followed by the washings with hot water until the washings became neutral. The crude residue was extracted with ethanol and then trichlorobenzene. The trichlorobenzene solution was briefly passed through a short neutral alumina column, and the concentrated to ca. 5 mL under a reduced pressure. The precipitate was induced by adding hexane, and the obtained solid was recrystallized from trichlorobenzene/hexane to give 7.5 mg of 6 (6.4%). MASS (MALDI) (m/z): 702 (M+).

The synthetic route of 695-53-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Dudkin, Semyon V.; Makarova, Elena A.; Fukuda, Takamitsu; Kobayashi, Nagao; Lukyanets, Evgeny A.; Tetrahedron Letters; vol. 52; 23; (2011); p. 2994 – 2996;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147959-19-1,(S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

At first, KOBut (2.60 g, 19.3 mmol) was added to a solution of methyl triphenylphosphonium iodide (7.4 g, 23.2 mmol) in dry THF (50 mL) at -15 C and stirred for 3 h. A solution of crude aldehyde (1.88 g, 7.73 mmol) in THF (10 mL) was added dropwise and stirred for 5 h at room temperature. Saturated aqueous NH4Cl solution (30 mL) was added and extracted with EtOAc (3 ¡Á 40 mL). The organic layer was washed with water (50 mL), brine (50 mL), dried over Na2SO4, and evaporated on a rotavapor. The residue was purified by column chromatography (silica gel 60-120 mesh, EtOAc/hexane, 3:97) to furnish olefin 7 (1.49 g, 80%) as a pale yellow syrupy liquid. (c 1, CHCl3). IR (neat): numax 3448, 2977, 2931, 1697, 1454, 1386, 1253, 1175, 1092, 917, 850, 770 cm-1. 1H NMR (CDCl3, 400 MHz): delta 1.43-1.59 (m, 15H), 2.16-2.32 (m, 1H), 2.38-2.62 (m, 1H), 3.69-3.99 (m, 3H), 5.02-5.11 (m, 2H), 5.64, 5.82 (m, 1H). 13C NMR (CDCl3, 75 MHz): delta 23.67, 26.88, 28.24(¡Á3), 37.40, 56.65, 66.22, 79.62, 93.46, 117.46, 134.42, 151.74. ESIMS: m/z 264 [M+Na]+. HRMS calcd for C13H23NO3Na: [M+Na]+ 264.1575, found: 264.1582.

147959-19-1, As the paragraph descriping shows that 147959-19-1 is playing an increasingly important role.

Reference£º
Article; Venkataiah, Mallam; Reddipalli, Gowrisankar; Jasti, Lakshmi Swarnalatha; Fadnavis, Nitin W.; Tetrahedron Asymmetry; vol. 22; 20-22; (2011); p. 1855 – 1860;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

497-25-6, Oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Embodiment 77Under 80 C , the oxazolidine-2-one (0.75mmol, 65.3 mg) and (E) – 1,3-diphenyl-2-propen-1-ol (0.5mmol, 105.0 mg) and [BsTdmim]OTf (10mol %, 27.5 mg), 1,4-dioxane 2.0 ml is placed in a dry reaction flask, magnetic stirring reaction for 0.3h. After the completion of the reaction separation was done using column chromatography (by silica gel column, eluent: petroleum ether/ethyl acetate = 5/1), to obtain white solid (E)-3-(1,3-diphenylallyl)oxazolidine-2-one 136.7 mg, yield is 98%, 497-25-6

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

Reference£º
Patent; Lanzhou Institute of Chemical Physics; Xia, Chungu; Han, Feng; Wang, Lei; Li, Zhen; (27 pag.)CN103073372; (2016); B;,
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.

General procedure: To a stirred solution of 39 (0.100g, 0.433mmol), appropriate substituted phenol (0.649mmol) and PPh3 (0.182g, 0.693mmol) in anhydrous toluene (5mL) was added DIAD (0.14mL, 0.693mmol) at 80C. After 3h, EtOAc (40mL) was added to the resulting solution. The organic layer was washed with 0.5M aqueous NaOH (40mL) and water (2¡Á40mL), dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (9:1) or (95:5)., 108149-63-9

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

Reference£º
Article; Andrade, Saulo F.; Oliveira, Barbara G.; Pereira, Larissa C.; Ramos, Jonas P.; Joaquim, Angelica R.; Steppe, Martin; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 13 – 25;,
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.

WORKING EXAMPLE 20 In substantially the same manner as in Working Example 18, 2-[3-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propyl]-1,3-dioxolan was condensed with 2,4-oxazolidinedione. The condensate was subjected to catalytic hydrogenation to yield 5-[4-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyl]-2,4-oxazolidinedione, which was recrystallized from dichloromethane-isopropyl ether to give colorless prisms, m.p.135-136 C.

2346-26-1, The synthetic route of 2346-26-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5932601; (1999); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.153652-70-1,(4S,5R)-3-Benzoyl-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid,as a common compound, the synthetic route is as follows.

Solution of 2-CHLOR-4, 6-dimethoxy-1,3, 5-triazine (0.175 g, 1 mmole) in 5 ML THF was mixed with N-METHYLMORPHOLINE (D ML, 1 mmole) for 30 minutes at temperature of 0- 5C, to form respective quaternary TRIAZINILAMMONIUM salt. Then, phenyl isoserine of the formula 4b, where R3= R4=CH3 (0 325 g, 1 MMOL) was added and mixed for 12 hours, first at temperature of 0-5C, next at room temperature. N-METHYLMORPHOLINE was filtered off and solvent was removed from the filtrate. It gave respective triazine ester of the formula 6b, where R3=R4=CH3, R5=R6=OCH3, with the quantitative yield. TLC : ELUENT CHCI3, RF=0. 50 ‘H-NMR (COCI3) : 5= 1.76 (s, 3H); 1.79 (s, 3H); 3.76 (s, 6H); 5.20 (d, J= 7.5 Hz, 1H) ; 5.59, (d, J= 7.5 Hz, 1 H) ; 7.43-7. 56 (m, 8H) ; 7.70-7. 43 (m, 2H) [ppm]. IR (KBr): 1790 [CM~1] The triazine ester was coupled with protected Baccatin (it of generalized formula 3, where R2=Si (C2HS) 3, in the presence of magnesium bromide and diazobicycloundekane. It gave 0.945 g of the final product (93.8%) with the melting temperature of 171-173C. TLC: eluent (acetone: benzene 1: 4), RF=0. 85 1H-NMR (CDCI3) : 6=0. 55 (q, J=8. 5 Hz, 6H); 0.94 (t, J=8.5 Hz, 9H); 1.17 (s, 3H) ; 1.22 (s, 3H); 1.67 (s, 3H); 1.77 (s, 1H) ; 1.83-1. 85 (m, 1H) ; 1.87 (s, 3H); 1.94 (s, 3H); 2.02 (s, 3H); 2.07 (s, 3H); 2.02-2. 18 (m, 2H); 2.19 (s, 3H); 2.07-2. 20 (m, 2H); 2.48-2. 50 (m, 2H); 3.77 (d, J=7.5 Hz, 1H) ; 4.07 (d, J=8.5 Hz, 1H) ; 4.25 (d, J=8.5 Hz, 1H) ; 4.42-4. 46 (m, 1H) ; 4.58 (d, J=7.5 HZ, 1H) ; 4.88-4. 93 (m, 1H) ; 5.28 (d, J=6. 5 Hz, 1H) ; 5.68 (d, J=7.5 Hz, 1H) ; 6.21- 6.25 (m, 1H) ; 6.49 (s, 1H) ; 6.91-6. 96 (m, 1H) ; 7.07-7. 22 (m, 8H); 7.44-7. 48 (m, 2H) ; 7.61- 7.65 (m, 1 H) ; 8.02 (d, J=7.5 Hz, 2H) [ppm] The product of condensation was treated with formic acid in THF, and the final product was CHROMATOGRAPHICALLY PURIFIED on silica gel with the system of hexane: ethyl acetate 2: 1. It gave 0.621 G (yield 76%) of a product spectroscopically and CHROMATOGRAPHICALLY identical to Paclitaxel., 153652-70-1

153652-70-1 (4S,5R)-3-Benzoyl-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid 10131335, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; AGROPHARM S.A.; WO2004/56790; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem