Day: October 20, 2020

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;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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

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

7517-99-9,7517-99-9, 5-(Hydroxymethyl)oxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-(hydroxymethyl)-1,3-oxazolidin-2-one (3 g, 25.61 mmol), imidazole (3.49 g, 51.26 mmol), and TBSCl (4.65 g, 30.85 mmol) in N,N-dimethylformamide (120 mL) was stirred for 4 h at room temperature. The reaction was diluted with H2O, and the resulting mixture was extracted with ethyl acetate. The collected organic extract was dried over Na2SO4, filtered, and concentrated under vacuum to provide 5-[[(tert-butyldimethylsilyl)oxy]methyl]-1,3-oxazolidin-2-one (5.03 g, 85%) as a light yellow oil. LCMS(ESI): [M+H]+=232.1.

As the paragraph descriping shows that 7517-99-9 is playing an increasingly important role.

Reference£º
Patent; Genentech, Inc.; Chan, Bryan; Daniels, Blake; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Huestis, Malcolm; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Siu, Michael; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Gancia, Emanuela; Jones, Graham; Lainchbury, Michael; Madin, Andrew; Seward, Eileen; Favor, David; Fong, Kin Chiu; Good, Andrew; Hu, Yonghan; Hu, Baihua; Lu, Aijun; US2018/282328; (2018); 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

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

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

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

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.

General procedure: Sodium hydride (2.2 g, 92.9 mmol) and tetrahydrofuran (100 ml) were added in a round bottom flask at room temperature under nitrogen atmosphere. Then this mixture was cooled to 10-20 C. To the cold mixture, 4-isopropyloxazolidin-2-one (77.4 mmol) added portion wise in 4-5 min interval. Reaction mixture was stirred at 10-20 C for 1h. Then chloroacetyl chloride (16.2 g, 143 mmol) was added slowly to the reaction mixture at 0-10 C. After complete addition, temperature raised to 20-30 C and stirred for 2h. Progress of the reaction monitored on thin layer chromatography. Then after completion of reaction water (30 ml) was added slowly to the reaction mixture and extracted reaction mixture twice with ethyl acetate (50ml). Organic layer was concentrated on the laboratory rotavapor under reduced pressure at 40-45 C to afford 6a. (12.4 g, Yield 85 %). (S)-3-(2-chloroacetyl)-4-isopropyloxazolidin-2-one (6a); 1H NMR (500 MHz, CDCl3): delta, 0.90-0.96 (d, 6H), 2.41-2.47 (m, 1H), 4.29-4.31 (q, 1H), 4.34-4.39 (q, 1H), 4.47-4.50 (m, 1H), 4.71-4.79 (q, 2H) ; 13C NMR (125 MHz, CDCl3): 166.0, 153.7, 64.1, 58.7, 43.7, 28.1, 17.8, 14.6; IR (neat), nu/cm-1: 2961, 1742, 1445, 1260, 1060, 910; Anal. calcd for C8H12ClNO3: C, 46.73; H, 5.88; N, 6.81. Found: C, 46.70; H, 5.94; N, 6.78., 17016-83-0

The synthetic route of 17016-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nehate, Sagar P.; Godbole, Himanshu M.; Singh, Girij P.; Mathew, Jessy E.; Shenoy, Gautham G.; Synthetic Communications; vol. 49; 9; (2019); p. 1173 – 1180;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem