New learning discoveries about 147959-19-1

147959-19-1, As the paragraph descriping shows that 147959-19-1 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.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

 

Some tips on 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.

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

 

Downstream synthetic route of 147959-19-1

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

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

 

Brief introduction of 108149-63-9

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

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

General procedure: To a stirred solution of 6 (0.100 g, 0.433 mmol), appropriate substituted phenol (0.649 mmol) and PPh3 (0.182 g,0.693 mmol) in anhydrous toluene (5 mL) was added DIAD(0.14 mL, 0.693 mmol) at 80 C. After 3 h, EtOAc (40 mL)was added to the resulting solution. The organic layer was washed with 0.5 M aqueous NaOH (40 mL) and water (2 X40 mL), 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) to afford compounds 7a-s., 108149-63-9

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Andrade, Saulo F.; Campos, Edmar F.S.; Teixeira, Claudia S.; Bandeira, Cristiano C.; Lavorato, Stefania N.; Romeiro, Nelilma C.; Bertollo, Caryne M.; Oliveira, Monica C.; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; Medicinal Chemistry; vol. 10; 6; (2014); p. 609 – 618;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 452339-73-0

452339-73-0, As the paragraph descriping shows that 452339-73-0 is playing an increasingly important role.

452339-73-0, (R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of (5R)-5-(2, 2-DIMETHYL4H-1, 3-BENZODIOXIN-6-YL)-1, 3-OXAZOLIDIN-2-ONE (2. 00g) (WO 02/066422) in DMF (60ML) under nitrogen was treated with sodium hydride (60% dispersion in mineral oil, 385mg) and the mixture stirred at 20 for 30min. A solution of 1,6-dibromohexane (4. 94MOI) was added and the mixture was stirred at 20 for 3h. Phosphate buffer solution (pH 6.5, 30MI) and water (150ML) were added and the mixture was extracted with ET20. The extract was washed with water and dried (Na2SO4). The solvent was evaporated in vacuo and the residue purified by flash chromatography on silica gel. Elution with DCM then MEOH-DCM (1: 50) gave the title compound (2. 565G). LCMS RT = 3. 71 min.

452339-73-0, As the paragraph descriping shows that 452339-73-0 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/37768; (2004); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 108149-63-9

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

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

1-48: To a stirred soln of compound 1-47 (2.50 g, 12.5 mmol) and compound 1-17 (3.20 g, 14.0 mmol) in anhydrous DMF (20 mL) was added 60% NaH in mineral oil (560 mg, 14.0 mmol) at RT. After 3 h, water (100 mL) was added to quench the rxn. The mixture was extracted with EtOAc (2×150 mL), washed with brine (50 mL), dried over sodium sulfate and concentrated. The residue was purified by normal phase flash column chromatography on silica gel using 0-50% EtOAc in heptane to afford compound 1-48., 108149-63-9

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

Reference£º
Patent; EXELIXIS, INC.; XU, Wei; (170 pag.)WO2017/4609; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 108149-63-9

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

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

General procedure: To a stirred solution of 6 (0.100 g, 0.433 mmol), appropriate substituted phenol (0.649 mmol) and PPh3 (0.182 g,0.693 mmol) in anhydrous toluene (5 mL) was added DIAD(0.14 mL, 0.693 mmol) at 80 C. After 3 h, EtOAc (40 mL)was added to the resulting solution. The organic layer was washed with 0.5 M aqueous NaOH (40 mL) and water (2 X40 mL), 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) to afford compounds 7a-s.

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

Reference£º
Article; Andrade, Saulo F.; Campos, Edmar F.S.; Teixeira, Claudia S.; Bandeira, Cristiano C.; Lavorato, Stefania N.; Romeiro, Nelilma C.; Bertollo, Caryne M.; Oliveira, Monica C.; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; Medicinal Chemistry; vol. 10; 6; (2014); p. 609 – 618;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 95715-86-9

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

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
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 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.

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

 

Analyzing the synthesis route of 139009-66-8

The synthetic route of 139009-66-8 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.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