Heterocyclic Building Blocks-Tetrahydrofuran

57595-23-0, Methyl 4-oxotetrahydrofuran-3-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57595-23-0, General procedure: To a mixture of methyl 4-oxotetrahydrothiophene-3-carboxylate 58a (160 mg, 1 mmol) and potassium carbonate (415 mg, 3 mmol) in acetone (5 mL) is added benzyl bromide (178 muL,1.5 mmol) and the mixture is stirred for 4 hours at 60 C. Water is added, the mixture is extracted with dichloromethane (3x). The combined organic phase is dried with Na2SO4, filtered and concentrated in vacuo. Purification of the crude material by flash chromatography (hexanes/ethyl acetate gradient) yields methyl 3-benzyl-4-oxotetrahydrothiophene-3-carboxylate 58b.

57595-23-0 Methyl 4-oxotetrahydrofuran-3-carboxylate 14666564, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Azimioara, Mihai; Alper, Phil; Cow, Christopher; Mutnick, Daniel; Nikulin, Victor; Lelais, Gerald; Mecom, John; McNeill, Matthew; Michellys, Pierre-Yves; Wang, Zhiliang; Reding, Esther; Paliotti, Michael; Li, Jing; Bao, Dingjiu; Zoll, Jocelyn; Kim, Young; Zimmerman, Matthew; Groessl, Todd; Tuntland, Tove; Joseph, Sean B.; McNamara, Peter; Seidel, H. Martin; Epple, Robert; Bioorganic and Medicinal Chemistry Letters; vol. 24; 23; (2014); p. 5478 – 5483;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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

REFERENCE EXAMPLE 2 [(Tetrahydro-3-furanyl)methyl]bromide 10 g of (tetrahydro-3-furanyl)methanol was added dropwise to a mixture 31.8 g of phosphorus tribromide, 9.29 g of pyridine and 100 ml of ether over 30 minutes, and the mixture was then stirred for 5.5 hours. Next, the reaction mixture was concentrated under a reduced pressure, and the resultant residue was purified by silica gel column chromatography (1:1 ethyl acetate/hexane) to obtain 8.6 g of [(tetrahydro-3-furanyl)methyl]bromide. 1 H-NMR (CDCl3, ppm): 1.62-1.76 (1H, m), 2.05-2.16 (1H, m), 2.70 (1H, septet, J=7.3), 3.40 (2H, dd, J=1.5, J=7.3), 3.45-3.53 (1H, m), 3.60 (1H, dd, J=5.1, J=8.8), 3.80 (1H, t, J=7.3), 3.89-3.95 (1H, m)., 124391-75-9

The synthetic route of 124391-75-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Mitsui Toatsu Chemicals, Inc.; US5614527; (1997); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

57595-23-0, Methyl 4-oxotetrahydrofuran-3-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57595-23-0

3-(Trifluoromethylsulfonyloxy)-2,5-dihydrofuran-4-carboxylic acid methyl ester A solution of tetrahydrofuran-3-one-4-carboxylic acid-methyl ester (P. Dowd, S.-C. Choi, Tetrahedron 1991, 47, 4847) (2.88 g, 20 mmol) in dichloromethane (200 ml) is mixed at -78 C. with diisopropyl(ethyl)amine (3.96 ml, 23.2 mmol). After 10 minutes, trifluoromethanesulfonic acid anhydride (3.88 ml, 23.2 mmol) is slowly added in drops to it. The batch is warmed to room temperature, stirred for 2 hours and concentrated by evaporation. The residue is purified by column chromatography (SiO2) with ethyl acetate-hexane: 3.62 g (66%) of product. 1H-NMR (CDCl3): delta=3.85 (s, 3H), 4.80 (t, 2H), 4.92 (t, 2H).

57595-23-0 Methyl 4-oxotetrahydrofuran-3-carboxylate 14666564, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Schering Aktiengesellschaft; US6391887; (2002); B1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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

Step 1 a Synthesis of (Tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate To a solution of (tetrahydrofuran-3-yl)methanol (500 mg, 4.90 mM) in DCM (10 ml), triethyl amine (991 mg, 9.79 mM) was added. The reaction mixture was stirred for 5 min at 0 QC, followed by the addition of 4-methylbenzene-1 -sulfonyl chloride (933 mg, 4.90 mM) and DMAP (1 mg). The reaction mixture was further stirred for 2h, concentrated and purified by coloumn chromatography to afford the title compound (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (1 .07 g) as a white solid; Yield: 86percent; 1 H NMR (DMSO-d6, 300 MHz): delta 7.82 (d, J=8.1 Hz, 2H), 7.39 (d, J=8.1 Hz, 2H), 4.03-3.90 (m, 2H), 3.84-3.66 (m, 4H), 3.53-3.49 (m, 1 H), 2.47 (s, 3H), 1 .60-1 .51 (m, 2H); MS: m/z 279 (M+Na)., 124391-75-9

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

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; KUMAR, Sanjay; SHARMA, Rajiv; MAHAJAN, Vishal, Ashok; SAWARGAVE, Sangameshwar, Prabhakar; WO2013/128378; (2013); A1;,
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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.

Tetrahydrofuran-3-ylmethylamine hydrochloride (0.23 g, 1.69 mmol) And triethylamine (0.17 g, 1.69 mmol) Was added to chloroform (amylene added product) (10 mL). To the mixture, 5- (4-phenoxybenzyl) oxymethyl isoxazole-3-carboxylic acid (0.46 g, 1.41 mmol) at room temperature, 1-Hydroxybenzotriazole (0.02 g, 0.14 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.32 g, 1.69 mmol) were added, After stirring at room temperature for 5 hours, Dilute hydrochloric acid was added, Extracted twice with chloroform . The organic layer was washed with saturated sodium bicarbonate water, 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- (4-phenoxybenzyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (11 7)) 0.29 g was obtained., 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.42417-39-0,3-Aminodihydrofuran-2(3H)-one hydrochloride,as a common compound, the synthetic route is as follows.

1 g of HSL ¡¤ HCl, 20 g of methanol, 20 g of chloroform and 0.1 g of Pt (5) / Ac were added to the reactor. The reaction was carried out in the presence of NO / N2 (15 atm, 1: 1 (v / v)) and the reaction was carried out at a reaction time and a reaction temperature as shown in Table 10. The product was partially recovered and the components were analyzed. The results are shown in Table 10 below., 42417-39-0

The synthetic route of 42417-39-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CJ CHEILJEDANG CORPORATION; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; YANG, YOUNG RYEOL; KIM, BYUNG SIK; KIM, JEONG HYUN; LEE, JUNG HO; SHIN, HYUN KWAN; KIM, JU NAM; CHO, KYUNG HO; (40 pag.)KR2015/118287; (2015); 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 3 (0314) 1-Methyl-3-propyl-1H-pyrazole-5-carboxylic acid (1.68 g, 10 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (1.38 g, 10 mmol), triethylamine (1.01 g, 10 mmol) and 1-hydroxybenzotriazole (0.15 g, 1.0 mmol) were added to chloroform (amylene addition product) (60 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.92 g, 10 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 2.02 g of N-(tetrahydrofuran-3-ylmethyl)-1-methyl-3-propyl-1H-pyrazol e-5-carboxamide (hereinafter, referred to as Compound of Present Invention (3)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.96(3H, t), 1.64-1.68(3H, m), 2.05-2.14(1H, m), 2.56-2.58(3H, m), 3.41-3.43(2H, m), 3.61-3.63(1H, m), 3.75-3.77(1H, m), 3.82-3.84(1H, m), 3.92-3.94(1H, m), 4.11(3H, s), 6.15(1H, s), 6.26(1H, s), 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

87219-29-2, (S)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

87219-29-2, To a solution of (3S)-(-)-tetrahydro-5-oxo-3-furanylcarbamic acid benzyl ester (3.3 g) in tetrahydrofuran (20 mL) were added di-tert-butyl dicarbonate (4.1 g) and 10% palladium on carbon (0.4 g), followed by stirring for 1 day under hydrogen atmosphere. Any insoluble matter was removed by filtration through a Celite pad, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane : ethyl acetate = 4:1), to thereby give the title compound (1.5 g).1H-NMR(CDCl3) delta:1.45(9H, s), 2.45(1H, dd, J=17.8, 2.7Hz), 2.86(1H, dd, J=17.8, 7.3Hz), 4.12-4.23(1H, m), 4.54-4.62(2H, m), 4.85-4.95(1H, m).

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1577301; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

204512-95-8, (S)-Tetrahydrofuran-3-amine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of the compound obtained above (2.8 mmol), (S)- aminotetrahydrofuran hydrochloride (346 mg, 2.8 mmol) and DIEA (1.0 mL, 2.1 mmol) in DCM (6 mL) was stirred at -70 C (C02/i-PrOH) under an atmosphere of nitrogen. After 30 minutes the cooling bath was removed and the mixture was stirred overnight at room temperature. TLC analysis of the crude reaction mixture ([EtOAc/hexanes (3:7)] Rf = 0.56) showed the reaction to be complete. To the brown solution was then added DCM (2 mL), trans-4-aminocyclohexanol (323 mg, 2.8 mmol) and DIEA (1.0 mL, 2.1 mmol), and the reaction flask was sealed and stirred at 45 C overnight. After cooling to room temperature the contents of the reaction flask was added to a saturated NH4CI solution (25 mL) and water (10 mL). The product was extracted [2 x DCM (10 mL)] from the aqueous solution, dried (Na2S04) and the solvent was removed under reduced pressure. The crude product was purified by flash chromatography over silica gel [EtO Ac/heptane (9: 1), EtOAc] to provide 0.49 g (54%) of the target compound as a light yellow solid. TLC (EtO Ac) Rf = 6.27. HPLC conditions C, RT = 13.63 min (CP: 95.9%, radiochemical purity (RCP): 98.1%), 204512-95-8

As the paragraph descriping shows that 204512-95-8 is playing an increasingly important role.

Reference£º
Patent; SIGNAL PHARMACEUTICALS, LLC; BEAUCHAMPS, Marie, Georges; HARRIS, Louise, Michelle; KOTHARE, Mohit, Atul; SAINDANE, Manohar, T.; WO2011/71491; (2011); 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- (naphthalen-1-ylmethyl) isoxazole-3-carboxylic acid (123 mg, 0.49 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (123 mg, 0.90 mmol), Triethylamine (0.23 mL, 1.66 mmol) And 1-hydroxybenzotriazole (9 mg, 0.06 mmol) Was added to chloroform (amylene addition product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (159 mg, 0.83 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Indicated below N- (tetrahydrofuran-3-ylmethyl) -5- (naphthalen-1-ylmethyl) isoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (160)) 95 mg 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