Analyzing the synthesis route of 108149-63-9

The synthetic route of 108149-63-9 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.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 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 131685-53-5

131685-53-5, As the paragraph descriping shows that 131685-53-5 is playing an increasingly important role.

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

General procedure: To an ice-cooled stirred solution of compound 18 (2.0 g, 7.3 mmol) in CH2Cl2 (15 mL), dibutylboron triflate (8.1 mL, 1 M in CH2Cl2, 8.1 mmol) was added dropwise such that the internal temperature was maintained at 0 C. After 10 min, i-Pr2NEt (1.6 mL, 8.8 mmol) was added and stirring was continued for another 30 min at the same temperature. The reaction mixture was then cooled to -78 C and aldehyde 7 (1.5 g, 7.3 mmol) in CH2Cl2 (10 mL) was added dropwise and allowed to stir for another 1 h, then warmed to 0 C and stirred for another 1 h. At the end, it was quenched slowly with a phosphate buffer (8.1 mL, pH 7.0), MeOH (16.2 mL) and then with a mixture of 30% H2O2 and MeOH (1:2), (24.3 mL). After stirring at rt for 1 h, the reaction mixture was diluted with CH2Cl2 (20 mL). The layers were separated out and the aqueous layer was extracted with CH2Cl2 (2 * 20 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue thus obtained was purified by flash silica gel chromatography (EtOAc/light petroleum, 1:6) to furnish aldol product 19 (2.52 g, 72%) as a thick viscous liquid. (c 1.2, CHCl3); IR (CHCl3) cm-1: 3498, 2930, 1780, 1692, 1645, 1478, 1386, 1028, 699; 1H NMR (200 MHz, CDCl3): delta 0.95 (d, 3H, J = 6.6 Hz), 1.12-1.2 (m, 1H), 1.44-1.83 (m, 6H), 1.92-2.03 (m, 1H), 2.06-2.16 (m, 2H), 2.66 (dd, 1H, J = 10.2, 13.1 Hz), 3.20-3.40 (m, 3H), 3.72-3.85 (m, 1H), 4.09-4.16 (m, 3H), 4.48 (s, 2H), 4.60-4.75 (m, 1H), 4.95-5.08 (m, 2H), 5.70-5.88 (m, 1H), 7.23-7.33 (m, 10H); 13C NMR (50 MHz, CDCl3): delta 17.3, 26.1, 30.1, 31.2, 31.8, 33.4, 38.0, 47.3, 55.6, 65.9, 73.0, 75.6, 76.4, 115.5, 127.4 (* 2), 127.5 (* 2), 128.3 (* 2), 129.0 (* 2), 129.3 (* 2), 135.3, 137.8, 138.7, 153.5, 175.6; EIMS: (M+Na)+ calcd for 502.26. Found: 502.37; Anal. Calcd for C29H37NO5: C, 72.62; H, 7.78; N, 2.92. Found: C, 72.77; H, 7.65; N, 2.89.

131685-53-5, As the paragraph descriping shows that 131685-53-5 is playing an increasingly important role.

Reference£º
Article; Chatterjee, Bhaskar; Mondal, Dhananjoy; Bera, Smritilekha; Tetrahedron Asymmetry; vol. 23; 15-16; (2012); p. 1170 – 1185,16;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 108149-63-9

As the paragraph descriping shows that 108149-63-9 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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

108149-63-9, 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).

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

 

Downstream synthetic route of 184363-66-4

As the paragraph descriping shows that 184363-66-4 is playing an increasingly important role.

184363-66-4, (S)-4-Phenyl-3-propionyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S) -4-benzyl-3-propionyloxazolidinone (16.5 g, 1.1 eq)Was dissolved in 40 ml of dichloromethane, cooled to 0 C,A solution of titanium tetrachloride (14 g, 1.1 eq) in dichloromethane was added dropwise,After the drop, keep stirring below 0 C for 10 min.Diisopropylethylamine (9.7 g, 1.1 eq) was added dropwise,After the drop, keep stirring below 0 C for 30 min. The compound (II-b) (30 g, 1 equiv)Dissolved in methylene chloride, added dropwise to the reaction system,After the dropwise addition, the mixture was stirred at 20 to 25 C for 10 hours.To the reaction system, an aqueous solution of saturated ammonium chloride was added,Extracted with dichloromethane, and the resulting organic phases were washed with water and water, respectivelyWashed with saturated brine and dried over anhydrous sodium sulfate.The solvent was removed by evaporation under reduced pressure to give the crude product. The crude product was purified by column chromatography,To give the title compound (IV-a) (33.9 g, yield 91%).HPLC detection, no enantiomeric detection, that is, chiral purity of 100%., 184363-66-4

As the paragraph descriping shows that 184363-66-4 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Yongning Pharmaceutical Co., Ltd.; Ye Tianjian; Lu Xiuwei; Yu Guangliang; Liu Ting; (14 pag.)CN105085322; (2017); B;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 108149-63-9

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.

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 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, 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
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 139009-66-8

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

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 7: Preparation of (S)-tert-butyl 4-((2-(4-chlorobenzoyl)-4-methoxyphenyl)carbamoyl)-2,2-dimethyloxazolidine-3 -carboxylate (Intermediate 9) To a solution of (S)-3 -(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4- carboxylic acid (4.78 g, 19.5 mmol) in DCM (100 mL) was added Nmethylmorpholine (2.57 mL, 23.4 mmol) followed by isobutyl chioroformate (3.07 mL, 23.4 mmol) at 0 C. After stirred for 30 mm at room temperature, (2-amino-5-methoxyphenyl)(4-chlorophenyl)methanone (5.10 g, 19.5 mmol) was added to the mixture. The resulting mixture was stirred overnight 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 to1:1) to obtain the title compound (8.50 g, 89%) as viscous yellow oil. ?H-NMR (400 MHz, CDC13): (two sets from rotamers) 6 10.83 and 10.73 (brs and brs, 1H), 8.56 (brs, 1H), 7.69 (d, J= 7.6 Hz, 2H), 7.45 (d, J= 8.4 Hz, 2H), 7.14 (d, J- 8.0 Hz, 1H), 6.98 (brs, 1H), 4.21-4.51 (m, 3H), 3.76 (s, 3H), 1.84 and 1.79 (s and s, 3H), 1.59 and 1.57 (s and s, 4H), 1.46 (s, 3H), 1.24-1.29 (m, 5H).

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

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

 

Some tips on 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.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.131685-53-5,(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

To a stirred solution of (S)-4-benzyl-3-propionyl oxazolidin-2-one (30 g, 128.755 mmol) in THF (50 mL), sodium bis(trimethylsilyl)amide (128.7 mL, 128.755 mmol, 1M in THF) was added slowly at -78 C and the mixture was stirred at that temperature for 2h. A solution of 3-iodo-l-propane (64.89 g, 386.265 mmol) was added to the reaction mixture at -78 C and it was stirred for additionally 2h. On completion, the reaction mixture was quenched with saturated NH4CI and extracted twice with EtOAc (2 x 200 mL) . The combined organic layers were washed with brine (200 mL), dried over anhydrous sodium sulfate, concentrated and the resulting residue was purified by silica gel column chromatography (0-10% EtOAc in pet ether as elute) to afford the title compound as colorless liquid.1H NMR (400MHz, CDCl3) delta = 7.36 – 7.30 (m, 2H), 7.30 – 7.27 (m, 1H), 7.24 – 7.19 (m, 2H), 5.83 (tdd, J = 7.2, 10.0, 17.1 Hz, 1H), 5.17 – 5.00 (m, 2H), 4.75 – 4.61 (m, 1H), 4.28 – 4.07 (m, 2H), 3.94 – 3.80 (m, 1H), 3.29 (dd, J = 3.4, 13.2 Hz, 1H), 2.70 (dd, J = 10.0, 13.5 Hz, 1H), 2.53 (td, J = 6.7, 13.9 Hz, 1H), 2.24 (td, J = 7.0, 13.8 Hz, 1H), 1.19 (d, J = 6.8 Hz, 3H).LCMS: 84% (M + H) 274., 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.

Reference£º
Patent; LEO PHARMA A/S; LIANG, Xifu; LARSEN, Jens; (179 pag.)WO2018/108231; (2018); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 95715-86-9

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

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, 4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (12b); A 250-ml two-necked flask was equipped with a magnetic stirring bar, reflux condenser bearing a drying tube and a dropping funnel. The flask was charged with tetrahydrofuran (100 ml) and lithium aluminium hydride (2.16 g, 57.0 mmol). While the suspension in the flask was stirred, a solution of the ester 12a (9.90 g, 38.2 mmol) in THF (50 ml) was added dropwise during 20 min. The reaction was monitored by thin layer chromatography. When the reaction was finished, the mixture was cooled in an ice bath and a solution of 10% potassium hydroxide (20 ml) was added dropwise during 10 min. The mixture was stirred for 2 h at room temperature, whereafter the white precipitate was removed by filtration through celite. The combined organic filtrates were washed with 100 ml of aqueous phosphate buffer (pH 7), and the aqueous layer was extracted with ether. The combined organic phases were dried and concentrated which gave the title compound (8.3 g, 94%). The residue was used without further purification.

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

Reference£º
Patent; MEDIVIR AB; WO2008/107365; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 108149-63-9

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

 

Some tips on 13590-42-6

13590-42-6, 13590-42-6 (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate 11736783, 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.13590-42-6,(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate,as a common compound, the synthetic route is as follows.

3 g (12 mmol) beta -benzyl-L-aspartate N-carboxyanhydride (BLA-NCA) was dissolved in 20 mL of DMF and (MW = 269.51 g / mol, 0.3 g, 1.2 mmol) in a 50 mL CH 2 Cl 2 mixture and polymerized at 40 C starting from the terminal primary amine group of the octadecylamine. The reaction mixture was stirred for 2 days. The reaction mixture was rotary evaporated under high vacuum to remove the CH2CI2. 20 mL of 0.1 N HCl was slowly added to precipitate the polymer, followed by centrifugation (3000 rpm) for 5 minutes. The supernatant was discarded and the remaining residue was lyophilized to remove residual water. PH-sensitive octadecylamine-p (API-Asp) 10 was synthesized by aminolysis of the octadecylamine-PBLA octadecylamine-PBLA using 1- (3-aminopropyl) imidazole. Octadecylamine-p (API-Asp) 10 (0.2, 74.8 mumol) was dissolved in 5 mL of DMSO, and after reaction and API (1 g, 7.9 mmol) in 25 under nitrogen it was stirred for 12 hours. The reaction mixture was added dropwise to 20 mL of 1 N cold HCl aqueous solution and dialyzed against 0.01 N HCl solution three times (Spectra / Por; MWCO: 1,000 Da). The final solution was lyophilized to give octadecylamine-p (API-Asp) 10 as a white solid was obtained.

13590-42-6, 13590-42-6 (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate 11736783, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Seoul National University Industry-Academic Cooperation Foundation; National Cancer Centre Singapore PTE; Institute For Basic Science; Hyun, Taek Hwan; Huii, Kam Man; Lung, Dae Sun; Jia, Hong Ping; (32 pag.)KR2016/105146; (2016); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem