Downstream synthetic route of 87392-05-0

The synthetic route of 87392-05-0 has been constantly updated, and we look forward to future research findings.

87392-05-0,87392-05-0, (R)-(+)-2-Tetrahydrofuroic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (2R)-tetrahydrofuran-2-carboxylic acid (2 g, 17.22 mmol) in THF (20 mL) was added the BH3. SMe2 (2.58 mL, 25.84 mmol) at 0C, then the mixture was stirred at 20 C for 16 hours to give the colorless solution.. 2N NaOH (10 mL) was added to the mixture slowly at 0 C. Then the mixture was extracted with EtOAc (20 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered and concentrated to give the crude product (450.00 mg, 4.41 mmol, 26% yield) as colorless oil. *H NMR (CDC13, 400MHz) deltaH = 4.07 – 3.97 (m, 1H), 3.94 – 3.85 (m, 1H), 3.84 – 3.76 (m, 1H), 3.72-3.63 (m, 1H), 3.55 – 3.46 (m, 1H), 2.02 – 1.87 (m, 4H), 1.72 – 1.65 (m, 1H).

The synthetic route of 87392-05-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 165253-29-2

As the paragraph descriping shows that 165253-29-2 is playing an increasingly important role.

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 DMPU (225ml), FeCl3(0.75g) and CuCl (0.3g) are added to 3-bromomethyltetrahydrofuran (24.75g, 0.138mol), and then Et2Zn (106.8ml) is slowly dropped at 40~45 ¡ãC for 45 minutes to obtain a zinc-reagent. THF (810 ml) and PdCl2(dppf) (5.09g) are added to 4-chloro-2-(4-chlorophenyl)-thieno[2,3-d] pyridazinyl-7-ethyl formate (30g), and then the zinc-reagent is dropped to the THF solution at 45¡ãC for 4 h. The reaction mixture is poured into a saturated brine, filtrated after stirring for 15 minutes and placed for layer separation.The aqueous phase is extracted with THF (500 ml, 2 times). The organic phase is combined together, washed with a saturated brine (500ml, 3 times) and dried with anhydrous Na2SO4, and evaporated under reduced pressure to remove solvent to obtain 4-(3-tetrahydropyranmethyl)-2-(4-chlorophenyl)-thieno [2,3-d] pyridazinyl -7-ethyl formate (25 g). MS (ESI): 403(M+1), 165253-29-2

As the paragraph descriping shows that 165253-29-2 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory; EP2241569; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 184950-35-4

As the paragraph descriping shows that 184950-35-4 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 244 (0565) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.00 g, 7.26 mmol) and a 1 mol/L aqueous sodium hydroxide solution (16 mL) were simultaneously added at room temperature to the ethyl acetate solution (30 mL) of 5-[(2-naphthylmethy)thiomethyl]isoxazole-3-carboxylic acid chloride (< 3.67 mmol) obtained in Reference Production Example 197. After vigorously stirring the mixture at room temperature for 1 hour, a 1 mol/L aqueous sodium hydroxide solution was added to the mixture. The fractionated organic layer was sequentially washed with water and saturated saline water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure.. The residue was applied to a silica gel column chromatography to obtain 480 mg of N-(tetrahydrofuran-3-ylmethyl)-5-[(2-naphthylmethyl)thiomet hyl]isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (253)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.63-1.75 (1H, m), 2.04-2.15 (1H, m), 2.52-2.62 (1H, m), 3.42-3.50(2H, m), 3.57-3.67(3H, m), 3.73-3.98 (5H, m), 6.59(1H, s), 6.89(1H, br s), 7.45-7.56(3H, m), 7.69 (1H, s), 7.79-7.88(3H, m), 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 184950-35-4

As the paragraph descriping shows that 184950-35-4 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

1-benzyl-1 H-1,2,3-triazole-4-carboxylic acid (0.96 g, 4.7 mmol) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.71 g, 5.2 mmol), Triethylamine (1.01 g, 10 mmol) And 1-hydroxybenzotriazole (0.08 g, 0.52 mmol) Was added to chloroform (amylene addition product) (30 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.00 g, 4.2 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate and it was extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, 1-benzyl-1H-1,2,3-triazole-4-carboxamide represented by the following formula (hereinafter referred to as present amide compound (9)) 0.86 g was obtained., 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

New learning discoveries about 184950-35-4

184950-35-4, 184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5- (2,3-difluorobenzyloxymethyl) isoxazole-3-carboxylic acid (0.54 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.41 g, 3.0 mmol), Triethylamine (0.30 g, 3.0 mmol) And 1 – hydroxybenzotriazole (0.03 g, 0.2 mmol) Was added to chloroform (amylen added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, And extracted three times with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution, Washed with saturated brine, After drying with anhydrous sodium sulfate, Reduction It was concentrated under pressure. The residue was subjected to silica gel column chromatography, The following equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (2,3-difluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (274)) 0.25 g was obtained.

184950-35-4, 184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 124391-75-9

As the paragraph descriping shows that 124391-75-9 is playing an increasingly important role.

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 9 3-(Bromomethyl)tetrahydrofuran A solution of triphenylphosphine (7.34 g) in dichloromethane (65 ml) was added to a solution of 3-(hydroxymethyl)tetrahydrofuran (1.93 ml) and carbon tetrabromide (7.95 g) in dichloromethane (55 ml) at 0¡ã C. The solution was warmed to room temperature and the reaction mixture was stirred for 3.5 hours after which time the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluding with a solvent gradient of 15:1 changing to 10:1, by volume, hexane:ethyl acetate to afford 3-(bromomethyl)tetrahydrofuran (2.49 g) as a colourless oil. 1H-NMR (CDCl3) delta: 3.85 (2H, m), 3.75 (1H, q), 3.58 (1H, m), 3.40 (2H, q), 2.65 (1H, m), 2.10 (1H, m), 1.65 (1H, m)., 124391-75-9

As the paragraph descriping shows that 124391-75-9 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US6610707; (2003); B1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 52079-23-9

52079-23-9 (S)-(-)-alpha-Hydroxy-gamma-butyrolactone 357853, aTetrahydrofurans compound, is more and more widely used in various fields.

52079-23-9, (S)-(-)-alpha-Hydroxy-gamma-butyrolactone is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,52079-23-9

To a suspension of NaH (60% in mineral oil, 552 mg, 12.0 mmol) in THF (5 mL) was added a solution of (S)-3-hydroxydihydrofuran-2(3H)-one (46a, 1.02 g, 10.0 mmol) in TetaF (5 mL) slowly drop wise at 0 0C under N2 atmosphere. The reaction mixture was stirred for 30 minutes and dimethylsulphate (1.4 mL, 15.0 mmol) was added. The reaction mixture was stirred at r.t. overnight and the TLC shows completion of the reaction. Cold water (25 mL) was added to the reaction mixture and extracted with ethyl acetate. Organic layer washed with brine, dried over anhydrous Na2SO4 and filtered. Concentrated to provide (S)-3-hydroxydihydrofuran-2(3H)- one (46a) as yellow oil, which was dissolved in MeOH. Catalytic amount of K2CO3 (50 mg) was added at 0 0C and the reaction mixture stirred for Ih. TLC shows completion of the reaction. Cold water (25 mL) was added to the reaction mixture and extracted with ethyl acetate. Organic layer washed with brine, dried over anhydrous Na2SO4 and filtered. Concentrated to provide (S)- methyl 4-hydroxy-2-methoxybutanoate (46b, 1.5g, 99%) as yellow oil. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.07 – 2.28 (m, 1 H) 2.36 – 2.58 (m, 1 H) 3.36 (s, 3 H) 3.49 (s, 3 H) 3.85 – 4.07 (m, 1 H) 4.29 – 4.42 (m, 2 H).

52079-23-9 (S)-(-)-alpha-Hydroxy-gamma-butyrolactone 357853, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/97578; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(E/Z)-2-Nonenoic acid (547 mg, 3.50 mmol), triethylamine (708 mg, 7.00 mmol) and tetrahydrofuran-3-ylmethylamine hydrochloride (963mg, 7.00 mmol) were added to tetrahydrofuran (15 mL). To the mixture solution was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.33 g, 7.00 mmol) at room temperature, then the mixture was stirred at room temperature for 4 hours. Thereafter, water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with a saturated salt solution, and dried over anhydrous sodium sulfate, then filtered, and the filtrate was concentrated under reduced pressure. The residue was applied to a silica gel column chromatography, to obtain 0.48 g of (E)-N-(tetrahydrofuran-3-ylmethyl)-2-nonenamide (hereinafter, described as Compound (2) of the present invention) represented by the following formula.1H-NMR (CDCl3, TMS) delta (ppm) : 0.88 (t, 3H), 1.24-1.35 (m, 6H), 1.39-1.48 (m, 2H), 1.59-1.68 (m, 1H), 2.00-2.09 (m, 1H), 2.17 (dq, 2H), 2.48-2.56 (m, 1H), 3.30-3.38 (m, 2H), 3.55 (dd, 1H), 3.74 (dd, 1H), 3.81 (dd, 1H), 3.89 (td, 1H), 5.63 (br s, 1H), 5.75 (dt, 1H), 6.84 (dt, 1H), 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company Limited; IHARA, Hideki; AWANO, Tomotsugu; OHSHITA, Jun; MATSUO, Noritada; EP2813493; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 184950-35-4

As the paragraph descriping shows that 184950-35-4 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (2-phenylethyl) isoxazole-3-carboxylic acid (0.43 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), Triethylamine (0.24 g, 2.4 mmol) And 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) were dissolved in chloroform (amylene addition product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (2-phenylethyl) isoxazole-3-carboxamide (Hereinafter referred to as “present amide compound (24)”) 0.15 g., 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 5061-21-2

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans 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.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

Starting with a solution of the appropriate amine (2.5 equiv) in dry MeCN or DCM, anhydrous K2CO3 (1 or 2 equiv) and tetrabutylammonium bromide (TBAB, 0.1 equiv) were added and the reaction mixture was stirred at room temp for 30 min. Subsequently, the reaction mixture was cooled down to 0 C and a solution of 3-bromo-dihydrofuran-2(3H)-one (2.5 equiv) in dry solvent (MeCN or DCM) was added. Stirring was continued at 0 C for 1 h and then at room temp for 3-50 h. The resultant mixture was filtered and the solvent evaporated. The oily residue was dissolved in solution of EtOH or MeOH with Et2O and acidified to pH 2-3 with saturated HCl solution in EtOH. After 2-7 days of at 5 C a hydrochloride salt precipitated. The salt was then purified by recrystallization from the appropriate solvent (EtOH or MeOH)., 5061-21-2

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Wieckowski, Krzysztof; Bytnar, Justyna; Bajda, Marek; Malawska, Barbara; Salat, Kinga; Filipek, Barbara; Stables, James P.; Bioorganic and medicinal chemistry; vol. 20; 21; (2012); p. 6533 – 6544,12;; ; Article; Wi?ckowski, Krzysztof; Sa?at, Kinga; Bytnar, Justyna; Bajda, Marek; Filipek, Barbara; Stables, James P.; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 20; 21; (2012); p. 6533 – 6544;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem