Category: 4100-80-5

4100-80-5, 3-Methyldihydrofuran-2,5-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4100-80-5

5,6-Diamino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (7.46 g, 43.82 mmol) and 3-methyldihydrofuran-2,5-dione (5.0 g, 43.82 mmol) were combined in DMF (15 mL). The reaction was stirred at room temperature for 30 min then ethyl acetate (150 mL) was added. The tan solid that precipitated was collected and washed with ethyl acetate (2*50 mL) and high vacuum dried for 6 h to give a mixture of 4-((6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)amino)-3-methyl-4-oxobutanoic acid and 4-((6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)amino)-2-methyl-4-oxobutanoic acid (10.1 g, 81percent yield) as a tan solid that were used without purification. A mixture of 4-((6-Amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)amino)-3-methyl-4-oxobutanoic acid and 4-((6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)amino)-2-methyl-4-oxobutanoic acid (2.0 g, 7.04 mmol) were dissolved in 2N sodium hydroxide (18 mL) and heated at 85¡ã C. for 3 h. The reaction was cooled in an ice bath and 2N HCl was added until pH=2. Then 2 N sodium hydroxide was added to bring the mixture to pH to 6. The reaction was concentrated under reduced pressure. The residues were diluted with ethanol (100 mL) and filtered. The filtrate containing a mixture of 3-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-2-methylpropanoic acid and 3-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)butanoic acid was used directly in the next step. To a mixture of 3-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-2-methylpropanoic acid and 3-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)butanoic acid (1.87 g, 7.02 in ethanol (100 mL) was added 2N HCl in diethyl ether (3 mL) was added and the reaction was refluxed for 15 h. The reaction was concentrated under reduced pressure to give a mixture of ethyl 3-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-2-methylpropanoate and ethyl 3-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)butanoate (2.15 g, >100percent yield) as a golden semi-solid. LCMS retention time=2.595 min and 95percent purity, LCMS MH+ 295.

The synthetic route of 4100-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; Chenard, Bertrand L.; Gallaschun, Randall J.; Kimball, Spencer David; US2014/275528; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

4100-80-5, 3-Methyldihydrofuran-2,5-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4100-80-5

EXAMPLE A284-(4-acetylaminophenyl)-2-methyl-4-oxobutanoic acid22 ml (0.28 mol) of dimethylformamide were added dropwise to 133.34 g (1.0 mol) of finely powdered aluminium chloride within 20 minutes, while cooling externally with ice. After the strongly exothermic reaction died down, 13.517 g (0.1 mol) of acetanilide and 11.413 g (0.1 mol) of methylsuccinic acid anhydride were added all at once and at an initial temperature of 60¡ã C., during which time the mixture heated up to about 80¡ã C. It was kept for another 3 hours at a temperature of 60-70¡ã C., the still hot mixture was stirred into 1 kg of crushed ice, 60 ml, of conc. hydrochloric acid were added and the mixture was left to stand overnight at ambient temperature. The precipitate formed was suction filtered and thoroughly washed with water. It was taken up in 150 ml of methanol, stirred for 30 minutes at 50¡ã C., then for another 30 minutes while cooling externally with ice and the precipitate was suction filtered. After drying in a circulating air dryer at 60¡ã C., 10.4 g (42percent of theoretical) of colourless crystals were obtained, m.p. 229-231¡ã C. and Rf 0.48 (El I).IR (KBr): 1714.6, 1662.5 cm-1 (CO)

As the paragraph descriping shows that 4100-80-5 is playing an increasingly important role.

Reference£º
Patent; Boehringer Ingelheim Pharma GmbH & Co. KG; US7230001; (2007); B1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

4100-80-5, 3-Methyldihydrofuran-2,5-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 13 Preparation of 6-(p-chlorophenyl)-8-methyl-1,2,4-triazolo[4,3-b]pyridazine To a solution of 114 g. of methylsuccinic anhydride in 400 ml. of chlorobenzene is added carefully 270 g. of aluminum chloride. The mixture is heated to 65¡ã C. for 11/2 hours, is cooled, quenched with ice and concentrated hydrochloric acid and extracted with benzene. The benzene layer is extracted with aqueous sodium bicarbonate. After adjusting the pH of the bicarbonate solution to 6.3, concentrated hydrochloric acid is added slowly over a period of several hours with stirring. At pH 5.7, 78 g. of white crystals are filtered off. Recrystallization of this material from ethanol-water affords 3-(p-chlorobenzoyl)-2-methylpropionic acid as white crystals.

4100-80-5, The synthetic route of 4100-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; American Cyanamid Company; US4117130; (1978); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.,4100-80-5

(Step 2) To a solution of the compound obtained in Step 1 (8 g, 22.22 mmol) in dichloromethane (100 mL) was added 3-methyldihydrofuran-2,5-dione (2.78 g, 24.44 mmol) at 0¡ãC, and the mixture was stirred at room temperature for 4 hr. The reaction solution was concentrated under reduced pressure, and the precipitate was triturated with 20percent ethyl acetate/hexane to give a mixture (10.4 g, 98.6percent) of N-(2,4-dimethoxybenzyl)-N-(9-ethyl-9H-carbazol-3-yl)-2-methylsuccinamidic acid and a regioisomer thereof, as a white powder. The regioisomeric mixture was used for the next step without purification._(Step 3) [0537] To a solution of the regioisomeric mixture (10.4 g, 21.94 mmol) obtained in Step 2 in THF (300 mL) was added 2M borane-dimethyl sulfide THF solution (10.75 mL, 21.5 mol) at 0¡ãC, and the mixture was stirred at room temperature for 4 hr. The reaction solution was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate (200 mL). The solution was washed with water (100 mL) and saturated brine (100 mL), and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent; 4percent methanol/dichloromethane) to give a mixture (6 g, 59.4percent) of N-(2,4-dimethoxybenzyl)-N-(9-ethyl-9H-carbazol-3-yl)-4-hydroxy-3-methylbutylamide and a regioisomer thereof, as a white powder. The regioisomeric mixture was used for the next step without further purification.

4100-80-5 3-Methyldihydrofuran-2,5-dione 20051, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; YONEMORI, Kazuko; NAKAGAWA, Hideyuki; EP2759533; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.

Example 10: Preparation of Racemic 4-[{cis, cis-4-[(Benzyloxy)carbonyl]-2,3)3 )9,9a- hexahydro-lH-cyclopenta[b]quinolin-9-yl}(cyclopropyl)amino]-2-methyl-4-oxobutanoic acid (10); 10[00217] A solution of racemic benzyl cis, cis-9-(cyclopropylamino)-l,2,3,3a,9,9a- hexahydro-4H-cyclopenta[6]quinoline-4-carboxylate (IE) (25 mg, 0.069 mmol, 1 equiv) and 3- methyldihydrofuran-2,5-dione (0.15 mL, 1.6 mmol, 23 equiv) in dioxane (0.35 mL) was heated to 110 ¡ãC in a sealed tube. After heating for 1 h, the oil bath temperature was increased to 130 ¡ãC for 1 h. The reaction mixture was then cooled to 23 ¡ãC and partitioned between ethyl acetate and aqueous hydrochloric acid solution. The organic layer was washed with saturated aqueous sodium chloride solution, and the washed solution was dried over sodium sulfate. The dried solution was filtered, and the filtrate was concentrated. The residue was purified by flash- column chromatography (dichloromethane, grading to 10percent methanol-dichloromethane). The residue was then dissolved in DMSO (1 mL), and purified by reverse-phase HPLC (40percent acetonitrile- water, grading to 80percent acetonitrile- water, with 0.1percent trifluoroacetic acid in both the acetonitrile and water) to afford 10. [M+H]+: 477.2.

4100-80-5, The synthetic route of 4100-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; HUANG, Xianhai; BRUBAKER, Jason; PETERSON, Scott, L.; BUTCHER, John, W.; CLOSE, Joshua, T.; MARTINEZ, Michelle; MACCOSS, Rachel Nicola; JUNG, Joon, O.; SILIPHAIVANH, Phieng; ZHANG, Hongjun; ASLANIAN, Robert, G.; BIJU, Purakkattle Johny; DONG, Li; HUANG, Ying; MCCORMICK, Kevin, D.; PALANI, Anandan; SHAO, Ning; ZHOU, Wei; WO2012/174176; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.

Add methylsuccinic anhydride (5g, 43.8 mmole) to a stirred suspension of 1,3- difluorobenzene (25g, 219.1 mmole) and aluminum chloride (11.7g, 87.6 mmole), keeping the temperature less than 50¡ãC. Stir the reaction overnight at 50¡ãC and then for 3 days at 78¡ãC. Cool to room temperature and slowly add reaction mixture to a mixture of 3N HCI (40 mL) and ice (40g). Add methylene chloride (80 mL) and separate the organic layer, then extract the aqueous phase with additional methylene chloride (70 mL). Wash the combined organic phase twice with 1 N NaOH solution (80 mL) and then acidify the combined basic wash with 6N HCI. Extract the acidic aqueous phase twice with methylene chloride (100 mL), dry over Na2SO4 and concentrate to obtain product. ESMS 229, tR (min) = 1.57. 1H-NMRshowed a 4: 1 mixture of isomeric products.

4100-80-5, 4100-80-5 3-Methyldihydrofuran-2,5-dione 20051, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; WO2005/111025; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.

5,6-Diamino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (7.46 g, 43.82 mmol) and 3-methyldihydrofuran-2,5-dione (5.0 g, 43.82 mmol) were combined in DMF (15 mL). The reaction was stirred at room temperature for 30 min then ethyl acetate (150 mL) was added. The tan solid that precipitated was collected and washed with ethyl acetate (2*50 mL) and high vacuum dried for 6 h to give a mixture of 4-((6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)amino)-3-methyl-4-oxobutanoic acid and 4-((6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)amino)-2-methyl-4-oxobutanoic acid (10.1 g, 81percent yield) as a tan solid that were used without purification. A mixture of 4-((6-Amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)amino)-3-methyl-4-oxobutanoic acid and 4-((6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)amino)-2-methyl-4-oxobutanoic acid (2.0 g, 7.04 mmol) were dissolved in 2N sodium hydroxide (18 mL) and heated at 85¡ã C. for 3 h. The reaction was cooled in an ice bath and 2N HCl was added until pH=2. Then 2 N sodium hydroxide was added to bring the mixture to pH to 6. The reaction was concentrated under reduced pressure. The residues were diluted with ethanol (100 mL) and filtered. The filtrate containing a mixture of 3-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-2-methylpropanoic acid and 3-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)butanoic acid was used directly in the next step.

4100-80-5, As the paragraph descriping shows that 4100-80-5 is playing an increasingly important role.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; Chenard, Bertrand L.; Gallaschun, Randall J.; Kimball, Spencer David; US2014/275528; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

4100-80-5, 3-Methyldihydrofuran-2,5-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Step 2) To a solution of the compound obtained in Step 1 (8 g, 22.22 mmol) in dichloromethane (100 mL) was added 3-methyldihydrofuran-2,5-dione (2.78 g, 24.44 mmol) at 0¡ãC, and the mixture was stirred at room temperature for 4 hr. The reaction solution was concentrated under reduced pressure, and the precipitate was triturated with 20percent ethyl acetate/hexane to give a mixture (10.4 g, 98.6percent) of N-(2,4-dimethoxybenzyl)-N-(9-ethyl-9H-carbazol-3-yl)-2-methylsuccinamidic acid and a regioisomer thereof, as a white powder. The regioisomeric mixture was used for the next step without purification.

4100-80-5, The synthetic route of 4100-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; YONEMORI, Kazuko; NAKAGAWA, Hideyuki; EP2759533; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem