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

Sodium hydride (60% oil dispersion, 1.4g) was added to a stirred solution of (5R)- (2, 2- DIMETHYL-4H-1, 3-BENZODIOXIN-6YL)-1, 3OXAZOLIDIN-2-ONE (6. 0G) in dry dimethylformamide (80ML) at 0 under nitrogen. After 20 min a solution of 1- {4- [ (6-BROMOHEXYL) oxy] butyl}-4- iodobenzene (12.6g) in dry dimethylformamide (30ML) was added dropwise. The mixture was stirred for 15h at ambient temperature. The mixture was poured into an aqueous ammonium chloride solution (700MI) and extracted into ethyl acetate. The organic extracts were washed with water, dried (NA2SO4) and evaporated. Purification by chromatography on a biotage cartridge (90g) using ether-petroleum ether (40-60) (4: 1) gave the title compound as a clear oil (10G). LCMS RT = 4.19 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; WO2004/39762; (2004); A1;,
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Simple exploration of 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.

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, 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;,
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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

6.1 g (23.36 mM) of 3- (1,1-dimethylethyl) -4-methyl- (S) -2,2-dimethyloxazolidin-3,4-dicarboxylate was dissolved in 12 ml of tetrahydrofuran solution was added 1.4 g (37 mM) of sodium borohydride,Was suspended in 12 ml of tetrahydrofuran solution and suspended dropwise over 30 minutes at room temperature.After dropwise addition, cool the reaction solution to 0 ~ 5 .To this mixed solution, a boron trifluoride diethyl ether solution32 ml (265.8 mM) of 10 ml of a tetrahydrofuran solutionIs added and the mixture is heated. Reflux for 6 hours. After confirming that the reaction progress was completed by TLC, then cool to 0 ~ 5 .20 ml of a tetrahydrofuran solution is added to the reaction mixture, stirred at the same temperature for 30 minutes, and then filtered.12 ml of distilled water: tetrahydrofuran solution (1: 1) was added to the filtrate,Were added dropwise at the same temperature, 13.7 g (343 mM) of caustic soda,Is dissolved in a small amount of distilled water, and the mixture is heated and refluxed for 2 hours.After confirming the completion of the reaction by TLC, the reaction mixture is cooled to room temperature.The filtrate was subjected to filtration to concentrate the filtrate tetrahydrofuran solution under reduced pressureRemove.100 ml of distilled water was added to the concentrated residue,Wash with 20 ml X 2 of isopropyl ether.The aqueous layer was extracted with 150 ml of methylene chloride x 3 timesThe next organic layers were combined and washed with 50 ml of purified water,The organic layer was dried over anhydrous magnesium sulfate, filtered,The methylene chloride was removed by concentration under reduced pressure to give the title compound5.2 g (96%) was obtained.

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

Reference£º
Patent; MC Chem Co.,Ltd; Kim, Moon Sik; Kim, Hwe Nam; Kim, Hay Jin; Kwon, Junga; Yun, Ji Hay; (21 pag.)KR2015/31544; (2015); A;,
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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 fields.

452339-73-0,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.

In a 50 mL three-necked flask, Replace the nitrogen three times, 0 C, To a solution of compound l-16 (70 mg, 0.28 mmol) Of N, N-dimethylformamide (1 OmL) (3lmg, 0.28mmo 1) was added to the solution, and after the reaction was carried out at room temperature for 0.5 h, Compound 4_4 (100 mg, 0.31 mmol) was added to the reaction system, Continue to react for 3 h. Ethyl acetate (50 mL) was added, Followed by extraction with water (50 mL) and saturated brine (50 mL). Organic phase dry, filter, concentrate. Silica gel plate (ethyl acetate / petroleum ether = 1/4) was purified to give 13 mg of product as a pale yellow oil.

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 fields.

Reference£º
Patent; Yifang Bio-technology (Shanghai) Co., Ltd.; Dai Xing; Jiang Yueheng; Wang Yaolin; (21 pag.)CN107188813; (2017); A;,
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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, Step 3: Preparation of (S)-3 -(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4- carboxylic acid (Intermediate 4) To a solution of (5)-3-tert-butyl-4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (6.75 g, 26.0 mmol) in THF (80 mL) and water (40 mL) was added lithium hydroxide hydrate (1.20 g, 28.6 mmol) at room temperature. The reaction mixture was. stirred for 12 hours at room temperature. After evaporation of volatile solvents, the residue was diluted with EtOAc, neutralized with 2 N aq. HC1, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to obtain the title compound (6.32 g, 99%), which was used for the next reaction without further purification.?H-NMR (400 MHz, CDC13): (two sets of rotamers) 4.40-4.5 1 (m, 1H),4.17-4.28 (m, 1H), 4.11-4.15 (m, 1H), 1.62 and 1.67 (s and s, 3H), 1.51 and 1.54 (s and s, 3H), 1.43 and 1.51 (s and s, 9H).

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

Reference£º
Patent; KAINOS MEDICINE, INC.; OH, Su-Sung; CHOI, Minjeong; WO2015/156601; (2015); A1;,
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Brief introduction of 139009-66-8

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

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

To a solution of (4S)-3-(tert-butoxycarbonyl)-2,2-dimethyl-l,3-oxazolidine-4- carboxylic acid (0.56 g, 2.3 mmol) in dry JV,iV-dimethylacetamide (10 mL) was added HATU (0.11 g, 2.87 mmol) and DIEA (0.742 g, 5.75 mmol). After the reaction solution was stirred at rt for 1 h, 6-(4-aminophenyl)-Lambda^-(4-{[2-(trifluoromethyl)pyridin-4- yl]oxy}phenyl)pyrimidine-2,4-diamine (0.84 g, 1.92 mmol) was added. The solution was stirred for an additional 24 h at rt and separated by preparative HPLC to afford a solid intermediate, which was treated with methanol (10 mL) and concentrated HCl (0.5 mL) for 12 h at rt. The resulting mixture was diluted with DMSO and purified by HPLC to give a solid. The solid was stirred with saturated sodium bicarbonate and EtOAc for 2 h. The organic layer was separated, washed with water and brine, dried over magnesium sulfate, and evaporated to afford 0.433 g (43%) of pure product. 1H NMR (DMSO-J6) delta 9.34 (s, IH), 8.59 (d, IH), 7.88 (m, 4H), 7.76 (d, 2H), 7.37 (s, IH), 7.16 (m, 3H), 6.45 (s, IH), 6.36 (s, 2H), 4.88 (t, IH), 3.56 (m, 2H), 3.39 (m, IH); MS ES 526 (M+H)+ calcd 526.

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; BAYER PHARMACEUTICALS CORPORATION; WO2006/99231; (2006); A1;,
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New learning discoveries about 131685-53-5

131685-53-5, As the paragraph descriping shows that 131685-53-5 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.131685-53-5,(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone,as a common compound, the synthetic route is as follows.

General procedure: To a solution of imide 11 (548 mg, 2.35 mmol) in CH2Cl2 (11.8 mL) was added dropwise a solution of TiCl4 in CH2Cl2 (1.00M, 3.53 mL, 3.53 mmol) at 0 C. The color of the solution turned to yellow soon. After stirring for 5 min, TMEDA (0.928 mL, 6.23 mmol) was added dropwise. The resulting dark red solution was stirred for 1 h at 0 C before n-octanal (12,0.819 mL, 5.24mmol) was added dropwise. After the resulting mixture was stirred for another 2 h at 0 C, the reaction was quenched with aqueous NH4Cl. The resulting yellow precipitates were filtered off. The filtrate was extracted threetimes with CH2Cl2. The combined organic phases were dried over Na2SO4 and concentrated under reduced pressure.The crude product was purified by silica gel column chromatography (diethyl ether / n-hexane 1:3 to 1:1) to give 13(575 mg, 1.59 mmol, 68%) as a pale yellow oil.

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

Reference£º
Article; Nakajima, Daisuke; Sueyoshi, Kosuke; Orihara, Kensuke; Teruya, Toshiaki; Yokoshima, Satoshi; Synlett; vol. 30; 8; (2019); p. 924 – 927;,
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Simple exploration of 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.

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.

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; MEDIVIR AB; WO2008/107365; (2008); A1;,
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Simple exploration of 147959-19-1

147959-19-1, 147959-19-1 (S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate 10586317, aoxazolidine compound, is more and more widely used in various fields.

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, 147959-19-1 (S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate 10586317, aoxazolidine compound, is more and more widely used in various fields.

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

 

Downstream synthetic route of 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

(S)-2-Amino-A/-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26To a solution of (S)-3-(fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 (136 mg, 554 muetaetaomicronIota) in dry CH2CI2 (10 mL) under N2 in a 50 mL round- bottomed flask equipped with a magnetic stirrer was added a solution of 7-ethoxy-4- (3,4,5-trimethoxybenzyl)isoquinolin-8-amine CCH 34058 (143 mg, 388 muiotatauiotaomicronIota) in dry CH2CI2 (10 mL) and the mixture was cooled to 0C before portionwise addition of EDCI (149 mg, 777 muiotatauiotaomicronIota). The reaction mixture was then allowed to warm up to RT and stirring was continued overnight before dilution with CH2CI2 to a volume of 50 mL. Water (10 mL) was then added and stirring was continued at RT for 3 h, after which the organic phase was isolated, washed with 0.1 N aqueous NaOH (2×10 mL), H2O (10 mL), dried (Na2SO4) and concentrated at 40C under vacuum to give 230 mg of CCH 34168-2 as a brown oil. The oil was immediately dissolved in TFA (5 mL) in a 25 mL round-bottomed flask equipped with a magnetic stirrer and the mixture was stirred overnight at RT. After evaporation of TFA at 40C under vacuum, the residue was purified by reversed phase column chromatography, elution from H2O to H2O:CH3CN = 7:3, lyophilised, taken up in a 0.19 N HCI solution in MeOH (10 mL) and concentrated to dryness to give (S)-2-amino-A/-(7-ethoxy-4-(3,4,5- trimethoxybenzyl)isoquinolin-8-yl)-3-hydroxypropanamide dihydrochloride 26 as a pale brown solid (81 mg, 28 % yield). 26MW: 528.43; Yield: 28%; Pale brown solid; Mp (C): 206.3 (dec.)1H-NMR (CDsOD, delta): 1 .52 (t, 3H, J = 6.9 Hz, CH2CH3), 3.75 (s, 3H, OCH3), 3.79 (s, 6H, 2xOCH3), 4.23 (d, 2H, J = 4.6 Hz, CHCH2O), 4.41 (q, 2H, J = 6.9 Hz, CH2CH3), 4.47 (t, 1 H, J = 4.6 Hz, CHCH2O), 4.60 (s, 2H, CH2), 6.64 (s, 2H, 2xArH), 8.21 (d, 1 H, J = 9.4 Hz), 8.28 (s, 1 H, ArH), 8.51 (d, 1 H, J = 9.4 Hz), 9.52 (s, 1 H, ArH).13C-NMR (CDsOD, delta): 15.1 , 37.0, 56.7, 61 .1 , 62.0, 67.0, 107.6 (2xC), 122.2, 126.2, 127.0, 127.2, 129.5, 133.8, 135.0, 138.2, 139.1 , 143.3, 155.0 (2xC), 156.0, 169.1 . MS-ESI m/z (rel. int.): 456 ([MH]+, 100), 369 (40).HPLC: Method A, detection UV 254 nm, RT = 3.31 min, peak area 99.2%., 139009-66-8

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

Reference£º
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
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