Heterocyclic Building Blocks-Oxazolidine

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;,
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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;,
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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;,
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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
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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
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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

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.

139009-66-8, General procedure: Diazomethane was prepared by adding dropwise a solution of Diazald in Et2O to a stirring solution of KOH in EtOH and H2O at 65 C. The solution of diazomethane in Et2O (125 mL) was obtained by distillation of the mixture and used immediately. Boc-Tyr(tBu)-OH (10.0 g, 29.7 mmol) was dissolved in anh DCM (25 ml). NMM (8.17 ml, 74.3 mmol) was added and the solution was stirred for 10 min under an Ar atmosphere. The reaction was cooled down to -25 C and a solution of isobutylchloroformate (4.66 mL, 35.6 mmol) in anh DCM (10 mL) was added slowly in 10 min. The reaction was stirred at -25 C for 10 min. The salts formed were filtered and the resulting solution was again stirred at -25 C. The diazomethane (59.4 mmol) solution was added. The reaction was allowed to warm to rt and stirred for 16 h. The mixture was quenched using sat. NH4Cl (10 mL), H2O (10 mL) and 1N HCl (8 mL). The two phases were separated and the aqueous phase was extracted with EtOAc (3 x 25 mL). The combined organic phases were dried (MgSO4) and concentrated under vacuum. The crude compound was purified by flash chromatography on silica gel eluting with EtOAc and hexane (1:4) to yield the title compound as a yellow solid which was used immediately in the next reaction. The alpha-diazoketone obtained (10.4 g, 28.9 mmol) was dissolved in MeOH (150 mL). A solution of silver benzoate (659 mg, 2.89 mmol) in triethylamine (10 mL) was added dropwise at 0 C. The reaction darkened in color and was stirred for 16 h at rt. The resulting mixture was filtered through Celite and was concentrated to 50 mL of solvent under vacuum. The remaining solution was diluted in EtOAc (300 mL) and washed with 1N HCl (3 x 100 mL). The organic phase was dried (MgSO4) and concentrated under vacuum. The mixture was purified by flash chromatography on silica gel eluting with EtOAc and hexane (from 3:17). The title ester was obtained as a white solid (10.8 g, 97 %).

The synthetic route of 139009-66-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Proteau-Gagne, Arnaud; Nadon, Jean-Franois; Bernard, Sylvain; Guerin, Brigitte; Gendron, Louis; Dory, Yves L.; Tetrahedron Letters; vol. 52; 49; (2011); p. 6603 – 6605;,
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 17 In substantially the same manner as in Working Example 11, 3-methoxy-4-(5-methyl-2-phenyl-4-oxazolyl-methoxy)cinnamaldehyde was condensed with 2,4-oxazolidinedione. The condensate was subjected to catalytic hydrogenation to yield 5-[3-[3-methoxy-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]propyl]-2,4-oxazolidinedione, which was recrystallized from ethyl acetate-hexane to give colorless prisms, m.p.161-162 C., 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US5932601; (1999); A;,
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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95715-86-9,Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate,as a common compound, the synthetic route is as follows.

95715-86-9, A solution of LiOH (0.046 g, 1.928 mmol) in water (2 mL) was added to a solution of (S)-3-tert-butyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate (0.5 g, 1.928 mmol) in THF (6 mL). The resulting mixture was stirred at rt for 48 h, acidified to pH 4 with a 1 N aqueous solution of hydrochloric acid and extracted three times with ethyl acetate. The combined organic phases were dried (MgS04), filtered and concentrated under vacuum to afford Cap L-25 (0.2 g) as a yellow oil. Used without further purification.XH NMR (400MHz, DMSO-d6, mixture of rotomers) delta 12.72 (br. s., 1H), 4.33 – 4.23 (m, 1H), 4.18 – 4.09 (m, 1H), 3.93 (dt, J=9.0, 3.3 Hz, 1H), 1.56 – 1.51 (m, 3H), 1.42 (s, 7H), 1.39 – 1.33 (m, 6H);13C MR (101MHz, DMSO-d6, mixture of rotomers) delta 172.32 – 171.83 (m), 150.7, 93.76 – 93.42 (m), 79.66 – 79.01 (m), 65.94 – 65.54 (m), 58.79 – 58.57 (m), 28.05 – 27.74 (m, 3C), 24.93 – 24.75 (m), 24.16 – 23.99 (m)

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; BRISTOL-MYERS SQUIBB COMPANY; HEWAWASAM, Piyasena; LOPEZ, Omar D.; TU, Yong; WANG, Alan Xiangdong; XU, Ningning; KADOW, John F.; MEANWELL, Nicholas A.; GUPTA, Samayamunthula Venkata Satya Arun Kumar; KUMAR, Indasi J. Gopi; PUNUGUPATI, Suresh Kumar; BELEMA, Makonen; WO2015/5901; (2015); A1;,
Oxazolidine – Wikipedia
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