Heterocyclic Building Blocks-Tetrahydrofuran

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57595-23-0,Methyl 4-oxotetrahydrofuran-3-carboxylate,as a common compound, the synthetic route is as follows.

57595-23-0, To a stirred solution of 3.9 g (60 mmol) KCN in 5.5 ml of water at 4 C., a solution of 2.9 g (20 mmol) of 4-oxo-tetrahydro furane 3-carboxylic acid methyl ester in ether (26 ml) was added. To the precipitate of salts, 3.5 ml H2SO4 (18 N) was added and stirred for 16 hours. Then the organic solution was separated, the salts were washed twice with benzene, dried over sodium sulfate and concentrated in vacuo to give 4-cyano-tetrahydro furane 3-carboxylic acid methyl ester.

The synthetic route of 57595-23-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; 4SC AG; US2003/203951; (2003); 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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Potassium carbonate (67 mg, 0.486 mmol) is added to a solution of 4-(2,5-dioxo-l-(3-(tri- fluoromethyl)phenyl)-l,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)-benzonitrile (example 1, 100 mg, 0.243 mmol) in N,N-dimethylformamide (3 mL). 3-(Bromomethyl)tetrahydrofuran (60 mg, 0.365 mmol) is added, and the mixture is stirred at room temperature for 1 h and purified by reversed phase HPLC (Waters Xbridge?-Cis, gradient of acetonitrile in water, 0.1percent NH3). Yield: 12 mg; ESI mass spectrum [M+H]+ = 496; Retention time HPLC: 0.91 min (Z011_S03)., 165253-29-2

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GNAMM, Christian; OOST, Thorsten; PETERS, Stefan; RUDOLF, Klaus; HOESCH, Holger; RIES, Uwe Joerg; WO2014/135414; (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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a mixture of l-(5,6-dichloro-l-(8-fluoroquinolin-2-yl)-lH-benzo[d]imidazol-2-yl)- piperidine-4-carboxylic acid (0.012 mmol), (R)-(+)-tetrahydro-3-furylamine p-toluenesulfonate (3.2 mg, 0.012 mmol) and N,N-diisopropylethylamine (6 muL, 0.037 mmol) in N,N-dimethyl- formamide (1.0 mL) was added 2-(7-aza-lH-benzotriazole-l-yl)-l, l,3,3-tetramethyluronium hexafluorophosphate (HATU, 5.1 mg, 0.014 mmol) and the reaction was stirred at room temperature for one hour. The reaction mixture was concentrated in vacuo and the residue purified by silica chromatography (0-10 % methanol in ethyl acetate) to give 2.8 mg (43% yield) of (R)- 1 -(5,6-dichloro- 1 -(8-fluoroquinolin-2-yl)- lH-benzo[ii]imidazol-2-yl)-N-(tetrahydrofuran- 3-yl)piperidine-4-carboxamide as a light yellow solid. LC-MS (m/z) 528.1 (M+l)., 111769-27-8

111769-27-8 (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate 14243169, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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- (3,5-dibromobenzyloxymethyl) isoxazole-3-carboxylic acid (3 .25 g, 8.3 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (1.37 g, 10.0 mmol), Triethylamine (1.74 mL, 12.5 mmol) And 1-hydroxybenzotriazole (0.11 g, 0.8 mmol) Was added to chloroform (amylene added product) (20 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (1.91 g, 10.0 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, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, The following equation Indicated by N- (tetrahydrofuran-3-ylmethyl) -5- (3,5-dibromobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (2 62)) 0.46 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

63095-51-2,63095-51-2, (R)-4-Propyldihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1) Compound 4 (10 g, 78.13 mmol) was dissolved in toluene.A mixed solution of thionyl chloride (11.9 g, 100 mmol) and hydrobromic acid (8.1 g, 100 mmol) was added.Stir at room temperature for 8 h, EtOAc evaporatedThat is, compound 5.

As the paragraph descriping shows that 63095-51-2 is playing an increasingly important role.

Reference£º
Patent; Lizhu Group Xin Beijiang River Pharmaceutical Co., Ltd.; Wang Longshu; Lu Zengjie; Jiang Qiao; Chen Guo; Li Chengbo; Chen Yuechang; (14 pag.)CN109134406; (2019); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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

Production Example 121 (0437) 5-Diphenylmethoxymethylisoxazole-3-carboxylic acid (0.62 g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.25 g, 2.4 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) were added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.37 g of N-(tetrahydrofuran-3-ylmethyl)-5-diphenylmethoxymethylisoxa zole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (126)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.63-1.72(1H, m), 2.06-2.13(1H, m), 2.56-2.59(1H, m), 3.45-3.48(2H, m), 3.59(1H, dd), 3.76-3.78(1H, m), 3.84-3.94(2H, m), 4.64(2H, s), 5.49(1H, s), 6.73(1H, s), 6.94(1H, s), 7.27-7.37(10H, 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.89364-31-8,Tetrahydrofuran-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1 : To a solution of tetrahydrofuran-3-carboxylic acid (600 mg, 5.17 mmol) in THF (15 mL) was added a solution of 1 M BH3 THF in THF (10.3 mL, 10.3 mmol) at 0 C. The reaction was heated to 65 C and stirred for 12 hours. The solution was then cooled to 20 C and MeOH (4 mL) was added. The reaction was then stirred at 65 C for 2 hours before cooling to RT and concentrated in vacuo. The residue was purified by flash chromatography on silica gel using a gradient of ethyl acetate and petroleum ether to give (tetrahydrofuran-3-yl)methanol 200 mg (38%), 89364-31-8

As the paragraph descriping shows that 89364-31-8 is playing an increasingly important role.

Reference£º
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

17347-61-4, Example 23: Preparation of 4-(((lS,3aS,5aR,5bR,7aR,9S, l laR,l lbR,13aR,13bR)-3a-((S)-2- (5-(4-fluorophenyl)- lH-imidazol-2-yl)pyrrolidine-l -carbonyl)- 1 -isopropyl-5a,5b,8,8, 11 a- pentamethylicosahydro-lH-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid: [0205] To a stirred solution of ((S)-2-(5-(4-fluorophenyl)-lH-imidazol-2- yl)pyrrolidin-l -yl)(( 1 S,3aS,5aR,5bR,7aR,9S, 11 aR, 1 IbR, 13aR, 13bR)-9-hydroxy- 1 -isopropyl- 5a,5b,8,8, 11 a-pentamethylicosahydro-3aH-cyclopenta[a]chrysen-3a-yl)methanone (Example 22-step 2, 0.15 g, 0.22 mmol) and 2,2-dimethyl succinicanhydride (0.12 g, 0.8 mmol) in toluene (8 mL) was added DMAP (0.06 g, 0.44 mmol). The reaction mixture was heated at 90¡ãC for 12 hours. After completion of the reaction (monitored by TLC), the reaction mixture was concentrated under reduced pressure, cooled to 0¡ãC, acidified to pH = 6 with IN HC1 and extracted with DCM. The combined organic extracts was washed with water, brine, dried over Na2S04, then the solvent was evaporated and to the resulting solid was recrystalised from ACN to give the title compound (0.08 g, Yield 47percent) as a white solid. 1H-NMR (CDC13, 300 MHz): delta 7.57 (m, 2H), 7.15 (s, 1H), 7.03 (t, J = 6.9 Hz, 2H), 5.35- 5.32 (m, 1H), 4.54- 4.48 (m, 1H), 3.71- 3.69 (m, 1H), 3.55 (m, 1H), 2.97- 2.93 (m, 2H), 2.71- 2.60 (m, 3H), 2.29- 1.13 (m, 36H), 0.99- 0.82 (m, 15H), 0.73 (d, J = 6.6 Hz, 3H); ESI MS: 800.5 (M+H).

17347-61-4 2,2-Dimethylsuccinicanhydride 87067, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; HETERO RESEARCH FOUNDATION; PANDURANGA REDDY, Adulla; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; VL SUBRAHMANYAM, Lanka; DAVID KRUPADANAM, Gazula, Levi; VENKATI, Mukkera; SUDHAKAR, Neela; SRINIVAS REDDY, Kallem; WO2014/105926; (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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (1-Fluorobutyl) isoxazole-3-carboxylic acid (120 mg, 0.64 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (114 mg, 0.83 mmol), Triethylamine (0.23 mL, 1.65 mmol) And 1-hydroxybenzotriazole (9 mg, 0.06 mmol) Was added to chloroform (amylene addition product) (3 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (160 mg, 0.83 mmol) was added at room temperature, After stirring overnight, it was concentrated under reduced pressure, The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (1-fluorobutyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (151)) 1 66 mg.

184950-35-4, The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 124 (0440) 5-[1-(Benzyloxy)ethyl]isoxazole-3-carboxylic acid (0.60 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 added to chloroform (amylene addition product) (5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added to the mixture at room temperature, and the mixture was stirred at room temperature overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.58 g of N-(tetrahydrofuran-3-ylmethyl)-5-[1-(benzyloxy)ethyl]isoxaz ole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (129)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.59(3H, d), 1.63-1.73(1H, m), 2.07-2.12(1H, m), 2.55-2.62(1H, m), 3.47(2H, t), 3.60(1H, dd), 3.76-3.78(1H, m), 3.86(1H, dd), 3.91-3.93(1H, m), 4.47(1H, d), 4.60(1H, d), 4.70-4.75(1H, m), 6.69(1H, d), 6.95(1H, s), 7.30-7.38(5H, m), 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; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem