Day: September 21, 2020

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

Referring to FIG. 12, the synthesis of D-threo-PPMP may be via stereoselective addition of phenyl cuprate to D-Gamer aldehyde. The syn adduct, which leads to the D-threo isomer, will be the major product. The minor L-erythro isomer (approximately 5%) can be removed by crystallization from chloroform at the late stage of the synthesis. Synthesis starts with a four-step synthetic procedure for the production of D-Garner Aldehyde from D-serine. We have synthesized L-Gamer Aldehyde from L-serine at the kilogram scale utilizing the same method for the production of safingol. Garner Aldehyde was obtained in 28% overall yield at 98+% ee purity without chromatography. Phenyl cuprate will be generated in situ by the reaction of copper(I) iodide and phenyl magnesium bromide. The addition of phenyl cuprate to D-Garner Aldehyde will yield intermediate 6. The deprotection of intermediate 6 with HCl produces D-threo-1-phenyl-2-amino-propane-1,3-diol-7. The intermediate 7 is reacted with activated palmitic acid and followed by base hydrolysis to form intermediate 8. The primary hydroxy group of intermediate 8 will be converted to the mesylate, and then substituted with morpholine to yield the final product D-threo-PPMP. Our synthetic plan is an efficient, practical synthesis to the enantiomerically pure PPMP. Most of the reactions described have been successfully conducted at the kilogram scale in our kilo lab. It is anticipated that the initial 2 g bach can be delivered within 6 to 8 weeks after the desired PPMP enantiomer is identified. Modifications to the current method of synthesis and other methods of synthesis of D-threo-PPMP are readily known to one of skill in the art.

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

Reference£º
Patent; Maurer, Barry James; Reynolds, Charles Patrick; US2005/101674; (2005); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.875444-08-9,(4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one,as a common compound, the synthetic route is as follows.

875444-08-9, Step 7: Synthesis of (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-[[2-(4-fluoro-2-methoxy-5-propan-2- ylphenyl)-5-(trifluoromethyl)phenyl]methyl]-4-methyl- 1, 3-oxazolidin-2-one (anacetrapib); The chiral intermediate (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one (compound of formula XV; cf. also compound 11 in Scheme 3) (28.0 g) prepared by the procedure of WO 2007/005572 is dissolved in DMF (300 mL) and cooled to -15C. 2 M NaHMDS (39.2 mL, 1 .05 eq) was then added over 1 h, followed by addition of the biaryl chloride 7 (Scheme 3 ) (28.0 g) in DMF (50 mL), maintaining the internal temperature below – 10 C. The mixture was warmed to + 12 C and was aged until complete conversion took place. Then 5M HCI (35 mL) was added, followed by 160 mL of 10% IPAC/Heptanes and 340 mL of water, keeping the temperature between 10C and 20C throughout. The layers were cut and the organic layer was washed twice with 150 mL of 1/1 DMF/water followed by two 140 mL water washes. The organic layer was then removed under reduced pressure and the resulting residue was purified by flash chromatography (EtOAc/hexanes) to remove the excess oxazolidinone 11 (Scheme 3). The obtained colorless oil was then dissolved in refluxing heptanes (200 mL) and the solution was slowly cooled to -20 C. The resulting slurry was then stirred at -20 C for 2 hours and filtered. The filter cake was washed with cold heptanes and was then dried, yielding 44.0 g (88%) of the desired product of compound of formula XV” (anacetrapib) as an amorphous material. An impurity of compound of formula XVII” (4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-3-((5,-ethyl-4,-fluoro-2′- methoxy-4-(trifluoromethyl) biphenyl-2-yl)methyl)-4-methyloxazolidin-2-one (DMAP) is present in the thus obtained anacetrapib in an amount of about 3 % by weight relative to the total amount of anacetrapib product. DMAP originates from 2′-(chloromethyl)-5-ethyl-4-fluoro-2-methoxy-4′-(trifluoromethyl)biphenyl (EBFCI) representing an impurity which forms in the preparation path of 2′-(chloromethyl)-4-fluoro-5-isopropyl-2-methoxy- 4′-(trifluoromethyl)biphenyl under the above described conditions.

875444-08-9 (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one 23583229, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2012/85133; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

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%).

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

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

95715-86-9,95715-86-9, 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

Preparation of (S)-2-amino-/V-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26 (S)-3-( e/t-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acidTo a solution of methyl (S)-3-terf-butyl 4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (0.35 g, 1 .35 mmol) in THF (10 mL) in a 50 mL round-bottomed flask equipped with a magnetic stirrer was added a solution of LiOH monohydrate (62 mg, 1 .48 mmol) in H2O (5 mL) and the mixture was stirred overnight at RT. THF was evaporated at 40C under vacuum and the residue was diluted with H2O (25 mL) before acidification with 3% aqueous HCI to pH = 4. The solution was extracted with Et2O (3×50 mL) and the organic layers were combined, washed with brine (20 mL), dried over Na2SO4, filtered and concentrated at 40C under vacuum to give (S)-3- (fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 as a colorless oil (147 mg, 44% yield).CCH 34168-1MW: 469.4; Yield: 21 %; Colorless oil.

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

Reference£º
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

1121-83-1, 5,5-Dimethyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 1- (2-fluoro-4-iodophenyl) -5-methoxy-3- (1- phenyl-lH-pyrazol-5-yl) pyridazin-4 (1H) -one (244 mg, 0.500 mmol), 5, 5-dimethyl-l, 3-oxazolidin-2-one (69.1 mg, 0.600 mmol) , trans- 1, 2-diaminocyclohexane (0.012 mL, 0.100 mmol), Cul (9.5 mg, 0.050 mmol), and K3P04 (212 mg, 1.00 mmol) in 1,4-dioxane (2.0 mL) was stirred at 110C under Ar atmosphere. The reaction mixture was poured into 5% NaHC03 aqueous solution (20 mL) and extracted with AcOEt (20 mL x 3) . The combined organic phase was washed with brine (40 mL) , dried with MgS04, and evaporated. The residue was purified by basic silica gel column chromatography (MeOH/AcOEt = 0%-10%) to give the title compound (157.4 mg, 66% yield): ? NMR (300 MHz, DMSO-d6) : delta ppm 1.49 (6H, s) , 3.78 (3H, s), 3.89 (2H, s), 6.97 (1H, d, J = 1.9 Hz), 7.05 (1H, t, J = 9.0 Hz), 7.31 (1H, d, J = 8.7 Hz), 7.31 (1H, t, J = 1.7 Hz), 7.33 (1H, s), 7.37-7.48 (3H, m) , 7.68 (1H, dd, J = 13.4, 2.5 Hz), 7.79 (1H, d, J = 1.9 Hz), 8.46 (1H, d, J = 2.3 Hz). LC-MS (ESI) m/z 476 [M + H]+. Anal. Calcd for C25H22FN5O4 : C, 63.15; H, 4.66; N, 14.73. Found: C, 63.09; H, 4.70; N, 14.85.

1121-83-1, As the paragraph descriping shows that 1121-83-1 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TANIGUCHI, Takahiko; MIURA, Shotaro; HASUI, Tomoaki; HALLDIN, Christer; STEPANOV, Vladimir; TAKANO, Akihiro; WO2013/27845; (2013); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

17016-83-0, (S)-4-Isopropyl-2-oxazolidinone is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (600 mg, 1.7 mmol), (S)-4-isopropyl-2-oxazolidinone (322 mg, 2.5 mmol), copper(I) iodide (96 mg, 0.5 mmol), N,N-dimethylglycine hydrochloride (140 mg, 1.0 mmol) and potassium carbonate (923 mg, 6.7 mmol) in dimethyl sulfoxide (5 mL) was stirred at 120 C. for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2¡Á150 mL), washed with water (2¡Á50 mL) and saturated aqueous ammonium chloride solution (2¡Á50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm¡Á100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) afforded 2-[3-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-phenyl]-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid (555 mg, 80%) as a white solid: LC/MS m/e calcd for C24H28N2O4 (M+H)+: 409.50, observed: 409.1, 17016-83-0

As the paragraph descriping shows that 17016-83-0 is playing an increasingly important role.

Reference£º
Patent; Chen, Li; Feng, Lichun; Huang, Mengwei; Liu, Yongfu; Wu, Guolong; Wu, Jim Zhen; Zhou, Mingwei; US2011/257151; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

1121-83-1, 5,5-Dimethyloxazolidin-2-one is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00220] To a stirred solution of tert-butyl 3-iodo-6,7-dihydropyrazolo[1 ,5-a]pyrazine- 5(4H)-carboxylate (0.750 g, 2.147 mmol) in dioxane (40 mL) was added 5,5-dimethyloxazolidin- 2-one (0.270 g, 2.362 mmol), K3PC>4 (0.91 1 g, 4.295 mmol), Cul (0.081 g, 0.429 mmol). The mixture was purged under argon for 5 minutes then trans-N, N? dimethyl cyclohexane 1 ,2 diamine (0.305 g, 2.147 mmol) was added. The mixture was again purged with Argon for 5 mins and then heated at 1 10C for 16 hours. After cooled at rt, water was added the reaction mixture was extracted with EtOAc. The organic layer was washed with water, brine and dried over sodium sulfate and concentrated to give product 2.1a (0.650 g, 89.9%). LCMS (m/z): 337.2[M+H]+. 1 H NMR (400 MHz, DMSO-d6) d 7.57 (s, 1 H), 4.60 (s, 2H), 4.09 (t, J = 5.4 Hz, 2H), 3.81 (t, J = 5.4 Hz, 2H), 3.70 (s, 2H), 1 .46 (d, J = 9.3 Hz, 6H).

1121-83-1, The synthetic route of 1121-83-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; FU, Jiping; JAIN, Rama; JIN, Xianming; LIN, Xiaodong; LINDVALL, Mika; MANNING, James R.; MCENROE, Glenn; (64 pag.)WO2019/166951; (2019); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

2346-26-1, Oxazolidine-2,4-dione is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(3R) -4,4-Dimethyl-2-oxotetrahydrofuran-3-yl (7S) -3-chloro- 2-chloromethyl-5,6,7,8-tetrahydro-4-(4- methoxyphenyl)[1]benzothieno[2,3-b]pyridine-7-carboxylate (0.85 g) obtained in Reference Example 17,2,4-dioxo-1,3-oxazolidine (176.8 mg) and potassium carbonate (263.8 mg) were suspended in DMF (4.25 ml), and the suspension was stirred at the internal temperature of 80 to 85C for 2 hrs. The suspension was cooled to room temperature. Ethyl acetate (17 ml) and water (8.5 ml) were added, and the organic layer was separated and washed with water and 10% brine. The solvent was removed by evaporation to give the title compound as a yellow oil (1.22 g). The product was used in the next step without purification. ?H-NMR (300 MHz, CDC13) 8; 1.08 (3H, s) , 1.18 (3H, s) , 1.73-1.76 (lH, m), 1.93-2.07 (3H, m), 2.90-2.95 (lH, m), 3.14 (2H, d, J=7.3 Hz) , 3.89 (3H, s) , 4.03-4.06 (2H, m) , 4.93 (2H, s) , 5.05 (2H, s) , 5.35 (lH, s), 6.98-7.01 (2H, m), 7.09-7.19 (2H, m)., 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 PHARMACEUTICAL COMPANY LIMITED; WO2005/111046; (2005); 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

Methanesulfonyl chloride (0.26 mL, 3.33 mmol) was added to a solution of tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (11 I, 0.7 g, 3.03 mmol, prepared as for its enantiomer54) and Et3N (0.68 mL, 4.84 mmol) in CH2Cl2 (10 mL) at 0 oC. After 30 min the mixture was washed with aq. NaHCO3 (sat., 3 x 5 mL), dried and the solvent evaporated. The residue was dissolved in DMF (8 mL) and sodium thiomethoxide (0.42 g,6.05 mmol) added. After stirring at rt for 1 h, Et2O (100 mL) was added and the mixture washed with H2O (4 x 10 mL), brine then dried and the solvent evaporated. The residue was chromatographed (EtOAc-hexanes, 5:95) to give 12 I as a colourless oil (0.59 g, 75%).

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

Reference£º
Article; Clinch, Keith; Evans, Gary B.; Froehlich, Richard F.G.; Gulab, Shivali A.; Gutierrez, Jemy A.; Mason, Jennifer M.; Schramm, Vern L.; Tyler, Peter C.; Woolhouse, Anthony D.; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5181 – 5187;,
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

Step c; 4-Formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (12c); A solution of dimethylsulfoxide (8.10 g, 103.71 mmol) in dichloromethane (10 ml) was added dropwise during 25 min to a solution of oxalyl chloride (6.58 g, 51.9 mmol) in dichloromethane (80 ml) at -78 0C. At the end of the addition the reaction solution was warmed up to -60 0C, and a solution of the alcohol 12b (8.0 g, 34.6 mmol) in dichloromethane (60 ml) was added dropwise during 50 min. N,N-diisopropylethyl amine (36 ml, 200 mmol) in dichloromethane (5 ml) was then added to the reaction mixture -45 0C during 30 min whereafter the reaction mixture was allowed to warm to 0 0C during 10 min. The reaction mixture was then transferred to a separation funnel charged with ice-cold 1 M HCl solution (130 ml). The two phases were separated and the aqueous phase was extracted with dichloromethane. The combined organic extracts were dried and concentrated which gave the title compound (7.89 g, 99%). The residue was used in the next step without further purification.

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