Heterocyclic Building Blocks-Tetrahydrofuran

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.

General procedure: To a stirred mixture of thiols 12a-12k (100 mmol) and K2CO3(27.64 g, 200 mmol) in DMF (120 mL) at room temperaturewas added alpha-bromobutyrolactone (10, 14.85 g, 90 mmol), andthe resulting mixture was stirred at room temperature until thecompletion of reaction as indicated by TLC analysis (typicallywithin 12 h).The reaction mixture was poured into ice-water (400 mL),and the mixture thus obtained was extracted with CH2Cl2 (3 ¡Á100 mL). The combined extracts were washed successively with10% aqueous Na2CO3 (2 ¡Á 100 mL) and 5% brine (3 ¡Á 100 mL),dried over anhydrous Na2SO4 and evaporated on a rotary evaporator to aord a residue, which was purifed by columnchromatography to yield 13a-13k after trituration withEtOAc/n-hexane if the product was a solid.

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

Reference£º
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Yuqiang; Xie, Yafei; Liu, Changying; Wang, Jianwu; Zhao, Guilong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 192; 7; (2017); p. 799 – 811;,
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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 (0.24 g, 1.78 mmol) And triethylamine (0.18 g, 1.78 mmol) Was added to chloroform (amylene added product) (10 mL). To the mixture, 5- (2-phenylbenzyl) oxymethylisoxazole-3-carboxylic acid (0.40 g, 1.19 mmol) at room temperature, 1-Hydroxybenzotriazole (0.02 g, 0.18 mmol) And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.34 g, 1.78 mmol) were added, After stirring overnight, Dilute hydrochloric acid was added, It was 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- (2-phenylbenzyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (116)) 0.40 g was obtained.

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

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
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13031-04-4, 4,4-Dimethyldihydrofuran-2,3-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The hydrogenations are carried out in 1.2 ml vials. Stirring is effected by intensive shaking.Solutions having a volume of about 0.5 ml and the compositions shown in Table 1 are prepared in the 1.2 ml vials under a nitrogen atmosphere in a glove box. The catalysts are prepared “in situ” by mixing 1 equivalent of the metal precursor with 1.3 equivalents of ligand in dichloroethane and subsequently distilling off the dichloro- ethane under reduced pressure. The substrate is dissolved in the hydrogenation solvent and added as a solution to the catalyst. These vials are fixed in a pressure- rated, heatable vessel, the vessel is closed, the desired temperature is set, the nitrogen atmosphere in the vessel is replaced by hydrogen under the desired pressure and the hydrogenation is started by switching on the shaker.

13031-04-4 4,4-Dimethyldihydrofuran-2,3-dione 39, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; Solvias AG; PUGIN, Benoit; FENG, Xiangdong; LANDERT, Heidi; WO2008/34809; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

To a stirred solution of 4-chloro-2-fluoropyridine (0.094 g, 0.574 mmol) inDMSO (2 mL) cooled to 0 ¡ãC under a nitrogen atmosphere was added C52CO3 (0.374g, 1.148 mmol) and the mixture was stirred for 5 mm. Tetrahydrofuran-3-amine(0.05 g, 0.574 mmol) was added and the mixture heated to 90 ¡ãC for 14 h. Water was added and the solution was extracted with ethyl acetate (2 x 20 mL). The combined organic layers were washed with water (2×20 mL). The organic layers were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified via silica gel chromatography (ethyl acetate and pet ether) to afford 4-chloro-N-(tetrahydrofuran-3-yl)pyridin-2-amine (0.05 g, 0.209 mmol, 36percent yield) as a yellow oil. LCMS (ESI) m/e 199.2 [(M+H) , calcd for C9H12C1N2O, 199.01; LC/MS retention time (method Al); tR = 1.73 mm.

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
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5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a suspension of AgOAc (0.25 mmol) in MeCN or DMF (2 mL) was added the alkylhalide (0.25 mmol) dissolved in 1 mL of the corresponding solvent. The reaction mixture was stirred at the temperature indicated on table 1 until starting material was consumed. After that, a saturated solution of NH4Cl (20 mL) was added and the crude mixture was extracted three times with EtOAc (3 x 15 mL). When necessary, the product was purifiedby column chromatography (hexane/EtOAc).

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

Reference£º
Article; Nolla-Saltiel, Roberto; Carrillo-Arcos, Ulises Alonso; Porcel, Susana; Synthesis; vol. 46; 2; (2014); p. 165 – 169;,
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138498-97-2, 2-(Tetrahydrofuran-3-yl)acetic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of A-2 (100.00 mg, 691.75 mmol), PYBOP (539.97 mg, 1.04 mmol) in DCM (10.00 mL) was added 2-tetrahydrofuran-3-ylacetic acid (90.02 mg, 691.75 mmol) and DIPEA (362.44 _, 2.08 mmol), and the mixture was stirred at 25 C for 1 hour. The mixture was concentrated to give crude A-11 (800.00 mg), which was used directly without any further purification. LCMS Rt = 0.18 min using Method B, MS ESI calcd. For C10H14CIN4O2 [M+H]+ 257.1, found 257.0.

The synthetic route of 138498-97-2 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; (364 pag.)WO2018/98499; (2018); A1;,
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453-20-3, 3-Hydroxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Hydroxytetrahydrofuran (83.3 muL, 1.03 mmol) was dissolved in methylene chloride(anhydrous, 2 mL) and cooled to 0 0C followed by the addition of triethylamine (166 muL, 1.2 mmol) and methanesulfonyl chloride (88 muL, 1.14 mmol). The reaction mixture was stirred for 16 h while gradually warming to ambient temperature. The reaction was quenched with water, diluted with methylene chloride (20 mL), and the resulting layers were separated. The organic layer was washed with water (2 x 2 mL) and the combined aqueous phases were extracted with methylene chloride (2 x 3 mL). The combined organic phases were washed with brine (2 x 2 mL), dried over Na2SOzI, filtered, and concentrated. The crude product was used directly in the next step.

The synthetic route of 453-20-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INCYTE CORPORATION; ZHUO, Jincong; METCALF, Brian; WO2008/64157; (2008); A1;,
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17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of the above intermediates (8, 9, 10 or 11), 2,2-dimethylsuccinic anhydride (10 equiv) and DMAP (1 equiv) in anhydrous pyridine (20 mL/mmol) was refluxed overnight. The mixture was then concentrated under vacuum and the residue was chromatographed on silica gel to yield the derivatives 12, 13, 14 and 15.

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

Reference£º
Article; Coric, Pascale; Turcaud, Serge; Souquet, Florence; Briant, Laurence; Gay, Bernard; Royer, Jacques; Chazal, Nathalie; Bouaziz, Serge; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 453 – 465;,
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97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of Intermediate 3 (600 mg, 2.4 mmo[) in DCM (10 mL) was added(2R)-tetrahydrofuran-2-y[methano[ (295 mg, 2.9 mmo[) and triphenyiphosphine(950 mg, 3.6 mmo[). DIAD (0.7 mL, 3.6 mmo[) was added at -10C and the resultingsolution stirred at RT for 20 hours. The reaction mixture was concentrated and theresidue dissolved in THF (10 mL) and retreated with (2R)-tetrahydrofuran-2- ylmethanol (150 mg, 1.4 mmol), triphenylphosphine (475 mg, 1.8 mmol), DIAD (0.7 mL, 3.6 mmol) and the resulting solution stirred at RT for 72 hours. The reaction mixture was concentrated under reduced pressure and the residue partitionedbetween water (20 mL) and EtOAc (20 mL). The aqueous layer was re-extracted with EtOAc (2 x 20 mL) and the combined organics dried (over MgSO4) and concentrated under reduced pressure. The crude material was purified by Biotage IsoleraTM chromatography (eluting with 12 – 100 % EtOAc in heptane on a 55 g prepacked KP-NH SiC2 column) to give 973 mg (55% yield) of the title compound.1H NMR (250MHz, CDCI3): 6 [ppm] 8.11 (t, J = 1.4 Hz, 1H), 7.76-7.67 (m, 1H), 7.66- 7.58 (m, 1H), 7.52 (d, J = 1.1 Hz, 1H), 4.37 – 4.25 (m, 1H), 4.19 – 4.04 (m, 3H), 3.93 (5, 4H), 3.91 – 3.81 (m, 2H), 3.80- 3.67 (m, 2H), 2.52 (d, J = 1.0 Hz, 3H). LCMS (Analytical Method A) Rt = 1.39, MS (ESIpos): m/z = 334.1 (M+H)+.

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Tetrahydrofuran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl](400 mg, 1.30 mmol) in dichloromethane (10ml) of 1- (3-dimethylaminopropyl propyl)-3-ethylcarbodiimide hydrochloride (270mg, 1.43mmol), tetrahydrofuran-2-carboxylic acid (170mg, 1.43mmol), triethylamine (200 mg, 1.95 mmol) was added at 0¡ã C., 2 hours at room temperature and the mixture was stirred. The reaction mixture was poured into a saturated aqueous solution of sodium bicarbonate, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography and purified by (elution solvent ethyl acetate / n-hexane = 1/1) to give the title compound as a brown oil (the yield 340 mg, 64percent yield).

16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; HOKKO CHEMICAL INDUSTRY COMPANY LIMITED; SUZUKI, JUN; TAJINO, HIDEHIRO; OKAMURA, DAIGO; GUSHIKAWA, TORU; ONOUE, SHINJI; HIRAMATSU, MOTOHIRO; (186 pag.)JP2015/36377; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem