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 3-tert-butyl 4-methyl (4S)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate (10 g, 38.565 mmol, 1.00 equiv), NaBH4 (2.92 g, 77.130 mmol, 2.00 equiv), MeOH (30 mL), and CaCl2 (12.84 g, 115.695 mmol, 3.00 equiv) in THF (150 mL) was stirred for 1 h at RT. The reaction was quenched by the addition of 30 mL of water, extracted with 3¡Á100 mL of EtOAc, dried over anhydrous sodium sulfate and concentrated under vacuum to afford 9.38 g of the title compound as a yellow oil LCMS (ESI, m/z): 232.15 [M+H]+.

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; Ribon Therapeutics Inc.; Vasbinder, Melissa Marie; Schenkel, Laurie B.; Swinger, Kerren Kalai; Kuntz, Kevin Wayne; (410 pag.)US2019/330194; (2019); A1;,
Oxazolidine – Wikipedia
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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

 

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.

With key building block 6 in hand, its nitroaldol (Henry) reaction with nitromethane was examined (Table 1). LiAlH418- TBAF19- as well as t-BuOK20-catalyzed Henry reactions led to nitro alcohols 12 and 13 with low diastereoselectivity, reflecting that the existing stereogenic center is too far away from the newly created one to exert appreciable asymmetric induction (Table 1, entries 1-3).21 An obvious way of resolving this problem was the introduction of additional chiral information, i.e. application of a chiral catalyst. In fact double stereodifferentiation using Shibasaki’s well established heterobimetallic (,S)-BINOL catalyst 1422 (5 mol%, THF, -40 C, 3 d) led to 12 with high diastereoselectivity albeit in low yield (Table 1, entry 4).Recently, other highly efficient chiral catalysts for asymmetric Henry reactions have been developed. Thus, Corey23 and Maruoka24 have utilized chiral quaternary ammonium fluorides as catalysts while Trost25 has presented a dinuclear zinc catalyst. Salen-cobalt(II) complexes have been used by Yamada whereas J¡ãrgensen and Evans have introduced bis(oxazoline)-coprhoer(II) complexes. The latter seemed to be the catalysts of choice, at least for aliphatic aldehydes, with respect to attainable yields and degree of stereoselectivity. EPO Table 1. Diastereoselective Henry Reaction of Aldehyde 6 with Nitromethaneyield ratio0 entry catalyst conditions(%)a 12:131 LiAlH4 THF, rt 53 56:442 TBAF THF, rt 33 43:573 r-BuOK t- 72 23:77BuOH/THF,00C4 14 THF, -40 C 45 98:25 {Cu[(+> EtOH, rt 87 92:815]} (OAc)26 (CuK-)- EtOH, rt 85 9:9115]}(OAc)27 {Cu[(+> EtOH, rt 94 97:316]}(OAc)28 (Cu[(-)- EtOH, rt 91 8:9216I)(OAc)2a isolated yield b determined by HPLC analysis of crude reaction mixtures EPO Indeed application of Evans’ bis(oxazoline) copper(II) acetate-based catalysts {Cu[(+)- 15]}(OAc)2 and in particular {Cu[(+)-16]}(OAc)2 (5 mol%, EtOH, rt, 5 d) gave the desired nitro alcohol 12 both with high diastereoselectivity and in high yield (Table 1 , entries 5 and 7). Finally, to obtain selectively diastereomer 13, aldehyde 6 was reacted with nitromethane in the presence of the enantiomeric catalysts {Cu[(-)-15]}(OAc)2 and {Cu[(-)-16]} (OAc)2 respectively. In these cases slightly lower stereoselectivities and yields were observed reflecting a mismatched pairing (Table 1, entries 6 and 8).

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

Reference£º
Patent; LUDWIG-MAXIMILIANS-UNIVERSITAET MUENCHEN; WO2006/94770; (2006); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 95715-86-9

The synthetic route of 95715-86-9 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.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

4-Hvdroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (35b). 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.

The synthetic route of 95715-86-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEDIVIR AB; WO2009/53277; (2009); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 452339-73-0

452339-73-0 (R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one 10933894, aoxazolidine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.452339-73-0,(R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one,as a common compound, the synthetic route is as follows.,452339-73-0

Sodium hydride (60% oil dispersion, 1.26 g) was added to a stirred, cooled (ice-bath) solution of (5R)-5- (4H-1, 3-benzodioxin-6-yl)-2-oxazolidinone (5.47 g) in dry DMF (50 ML) under nitrogen and the mixture was stirred for 15 min at 5 C. A solution of 6-bromohexyl 4- (3-IODOPHENYL) BUTYL ether (10.7 g) in DMF (30 ml) was then added dropwise over 10 min. The mixture was stirred for 2 h at ambient temperature, then poured into aqueous solution of ammonium chloride and extracted into ethyl acetate. The combined extracts were washed with water, dried (NA2SO4) and evaporated. The residue was purified on a biotage cartridge (90 g) eluting with ether-hexane (3: 2) to give the title compound (9.8 g). LCMS RT= 4.20 min.

452339-73-0 (R)-5-(2,2-Dimethyl-4H-benzo[d][1,3]dioxin-6-yl)oxazolidin-2-one 10933894, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/39762; (2004); A1;,
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.

6.2 Synthesis of tert-butyl (4S)-2,2-dimethyl-4-(morpholin-4-ylcarbonyl)- 1,3- oxazolidine-3-carboxylate a62.; 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (740 mg, 3.86 mmol, 1.1 eq) and 1-hydroxybenzotriazole hydrate (522 mg, 3.86 mmol, 1.1 eq) are added to a cold solution (00C) of (4S)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1 ,3-oxazolidine-4-carboxylic acid a61 (860 mg, 3.50 mmol, 1 eq) and morpholine (336 mul, 3.86 mmol, 1.1 eq) in N1N- dimethylformamide (30 ml). The mixture is stirred at room temperature for 6 hours and concentrated to dryness. The residue is dissolved in a 0.5 N aqueous solution of hydrochloric acid and extracted three times with dichloromethane. The combined organic phases are washed with a saturated solution of sodium hydrogenocarbonate, dried over magnesium sulfate and concentrated under vacuum to afford 991 mg of tert-butyl (4S)-2,2- dimethyl-4-(morpholin-4-ylcarbonyl)-1 ,3-oxazolidine-3-carboxylate a62 as a yellow solid. Yield: 90 %. LC-MS (MH+): 315., 139009-66-8

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

Reference£º
Patent; UCB PHARMA S.A.; WO2008/128919; (2008); A2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 147959-19-1

The synthetic route of 147959-19-1 has been constantly updated, and we look forward to future research findings.

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

With key building block 6 in hand, its nitroaldol (Henry) reaction with nitromethane was examined (Table 1). LiAlH418- TBAF19- as well as t-BuOK20-catalyzed Henry reactions led to nitro alcohols 12 and 13 with low diastereoselectivity, reflecting that the existing stereogenic center is too far away from the newly created one to exert appreciable asymmetric induction (Table 1, entries 1-3).21 An obvious way of resolving this problem was the introduction of additional chiral information, i.e. application of a chiral catalyst. In fact double stereodifferentiation using Shibasaki’s well established heterobimetallic (,S)-BINOL catalyst 1422 (5 mol%, THF, -40 C, 3 d) led to 12 with high diastereoselectivity albeit in low yield (Table 1, entry 4).Recently, other highly efficient chiral catalysts for asymmetric Henry reactions have been developed. Thus, Corey23 and Maruoka24 have utilized chiral quaternary ammonium fluorides as catalysts while Trost25 has presented a dinuclear zinc catalyst. Salen-cobalt(II) complexes have been used by Yamada whereas J¡ãrgensen and Evans have introduced bis(oxazoline)-coprhoer(II) complexes. The latter seemed to be the catalysts of choice, at least for aliphatic aldehydes, with respect to attainable yields and degree of stereoselectivity. EPO Table 1. Diastereoselective Henry Reaction of Aldehyde 6 with Nitromethaneyield ratio0 entry catalyst conditions(%)a 12:131 LiAlH4 THF, rt 53 56:442 TBAF THF, rt 33 43:573 r-BuOK t- 72 23:77BuOH/THF,00C4 14 THF, -40 C 45 98:25 {Cu[(+> EtOH, rt 87 92:815]} (OAc)26 (CuK-)- EtOH, rt 85 9:9115]}(OAc)27 {Cu[(+> EtOH, rt 94 97:316]}(OAc)28 (Cu[(-)- EtOH, rt 91 8:9216I)(OAc)2a isolated yield b determined by HPLC analysis of crude reaction mixtures EPO Indeed application of Evans’ bis(oxazoline) copper(II) acetate-based catalysts {Cu[(+)- 15]}(OAc)2 and in particular {Cu[(+)-16]}(OAc)2 (5 mol%, EtOH, rt, 5 d) gave the desired nitro alcohol 12 both with high diastereoselectivity and in high yield (Table 1 , entries 5 and 7). Finally, to obtain selectively diastereomer 13, aldehyde 6 was reacted with nitromethane in the presence of the enantiomeric catalysts {Cu[(-)-15]}(OAc)2 and {Cu[(-)-16]} (OAc)2 respectively. In these cases slightly lower stereoselectivities and yields were observed reflecting a mismatched pairing (Table 1, entries 6 and 8)., 147959-19-1

The synthetic route of 147959-19-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LUDWIG-MAXIMILIANS-UNIVERSITAET MUENCHEN; WO2006/94770; (2006); A2;,
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.

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.

NaH (265 mg, 6.63 mmol) was added to a yellow solution of (S)-1-Boc-2,2-dimethyl-4-hydroxymethyloxazolidine (AstaTech Inc., Bristol, Pa.) (1 g, 4.19 mmol) in THF (10 ml). Then the mixture was stirred for 15 min at ambient temperature. The Methyliodid (323 muL, 5.19 mmol) was added to the yellow suspension and the mixture was stirred for 2 h 30 at rt. Then water was added to quench the reaction. The solvent was removed. The residue was purified by flash chromatography (DCM/MeOH: 5%?10% MeOH) to give the title compound (1.013 g, 94%). ESI-MS: 246.1 [M+H]+ (LC-MS 1); 1H NMR (400 MHz, ) delta ppm 1.48 (s, 9H) 1.53 (br. s., 6H) 3.30 (m, 1H) 3.36 (s, 3H) 3.41-3.63 (m, 2H) 3.88-4.00 (m, 2H)

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.

Reference£º
Patent; NOVARTIS AG; CARAVATTI, Giorgio; FAIRHURST, Robin Alec; FURET, Pascal; STAUFFER, Frederic; SEILER, Frank Hans; MCCARTHY, Clive; RUEEGER, Heinrich; US2013/225574; (2013); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 131685-53-5

131685-53-5, The synthetic route of 131685-53-5 has been constantly updated, and we look forward to future research findings.

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

To a tetrahydrofuran solution (12.0 mL) containing (S) -4-benzyl-3-propionyloxazolidin-2-one (a1) (1.12 g, 4.81 mmol) was added sodium bis (trimethylsilyl ) Amide in tetrahydrofuran (1.0 M, 9.6 mL, 9.61 mmol) was added dropwise. After stirring the reaction mixture at -78 C. for 15 minutes, a solution of (2E, 4E) -1-bromohexa-2,4-diene (b1) (1.55 g, 9.61 mmol) and tetrabutylammonium iodide (177 mg, 0.481 mmol) was added, the temperature was raised to room temperature, and the mixture was stirred for 1 hour. Saturated ammonium chloride aqueous solution was added to the reaction system at 0 C. to stop the reaction, ethyl acetate was added and the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain a crude product. The resulting crude product was purified by column chromatography to give (S) -3 – ((R, 4E, 6E) -2-methylocta-4,6-dienoyl) -4- benzyloxazolidin- (1.31 g, 87%).

131685-53-5, The synthetic route of 131685-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TOKYO UNIVERSITY OF SCIENCE FOUNDATION; JAPANESE FOUNDATION FOR CANCER RESEARCH; SHIINA, ISAMU; YAMORI, TAKAO; (60 pag.)JP6143266; (2017); B2;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 95715-86-9

The synthetic route of 95715-86-9 has been constantly updated, and we look forward to future research findings.

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, In stageA harvesting (R) -2,2- dimethyl – oxazolidine-3,4-dicarboxylic acid 3-t- butyl ester 4-methyl ester (11.4g, 44.0mmol) was dissolved in dichloromethane (100mL), added at -78 Diisopropyl aluminum hydride (1.5M in toluene, 66mL). The temperature was raised to room temperature and stirred for 18 hours. After completion of the reaction, methanol (20 mL) and sodium hydroxide (1N, 200mL) was slowly added to the organic solution is then extracted with methylene chloride, dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was separated by column chromatography the title compound were harvested (9.7g, 95%).

The synthetic route of 95715-86-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LG Life Sciences Ltd.; Park, Heui Sul; Koo, Sun Young; Kim, Hyoung Jin; Lee, Sung Bae; Kwak, Hyo Shin; Artemov, V.; Kim, Soon Ha; (34 pag.)CN105636956; (2016); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem