Heterocyclic Building Blocks-Tetrahydrofuran

86087-24-3,86087-24-3, (R)-Tetrahydrofuran-3-ol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of (3R)-tetrahydrofuran-3-o[ (18 g, 204 mmo[), TEA (42.7 m[, 306 mmo[), trimethy[amine hydroch[oride (1.95 g, 20.4 mmo[) in DCM (626 mL) was stirred at RT for 20 mi 4-methy[benzenesu[fony[ ch[oride (42.8 g, 225 mmo[) was added andthe reaction mixture stirred at RT unti[ comp[ete conversion. To the reaction mixture N,N-Dimethy[ethy[enediamine (26.4 m[, 245 mmo[) was added and stirred for 30 mm to consume the unreacted 4-methy[benzenesu[fony[ ch[oride. Water was added and the mixture was extracted with DCM (3x). The combined organic [ayers were evaporated to dryness under reduced pressure and the residue was purifiedby co[umn chromatography (si[ica ge[, hexane/ EE/ DCM/ MeOH gradient) to give41.0 g (83% yie[d) of the tit[e compound.1H NMR (400 MHz, DMSO-d6) oe [ppm] 1.79 – 1.95 (m, 1 H) 2.08 (dtd, 1 H) 2.43 (5, 3 H) 3.57 – 3.81 (m, 4 H) 5.12 (ddt, 1 H) 7.49 (d, 2 H) 7.81 (d, 2 H).

As the paragraph descriping shows that 86087-24-3 is playing an increasingly important role.

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
Tetrahydrofuran | (CH2)3CH2O – PubChem

453-20-3, 3-Hydroxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Anhydrous tetrahydrofuran (1OmI) was added to sodium hydride as a 60% dispersion in mineral oil (312 mg, 1.1 eq, 7.8 mmol.) in a flask fitted with a condenser, a nitrogen inlet and a bubbler. While stirring, 3- hydroxytetrahydrofuran (624 mg, 7.09 mmol, 1 eq) was added slowly and the mixture was left to stir at room temperature for 10-15 minutes. To the solution of sodium alkoxide in THF was added 2-fluoronitrobenzene (1 g, 7.09 mmol, 1 eq). The reaction mixture was heated to reflux with stirring for 4.5 hours. The reaction was then allowed to cool down to room temperature, then water (20ml) was added to the reaction mixture. The resulting mixture was extracted three times with ethyl acetate (20 ml), the organics dried over sodium sulfate, filtered and the filtrate evaporated to dryness to give the title compound 3-(2-nitro-phenoxy)- tetrahydrofuran as an orange oil (1.48 g, 7.07 mmol, 100%). 1H NMR indicates desired compound in ca. 90% purity.

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

Reference£º
Patent; DEVELOGEN AKTIENGESELLSCHAFT; WO2007/59905; (2007); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5,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.

Tetrahydrofuran amine (198mg, 1.92mmol) was dropwise added to (4S,5R)-5-[3,5- bis(trifluoromethyl)phenyl]-4-methyl-3-[(2-chloro-5-trifluoromethylpyridin-3-yl)met^ oxazolidin-2-one obtained in step 3. This reaction mixture was refluxed at 130¡ãC for 4 hrs with stirring, cooled to room temperature, diluted with ethyl acetate, and then extracted with water. The organic layer thus formed was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by chromatography to afford the title compound (130 mg, 36percent). 1 H NMR (400MHz, CDCI3) 8.36 (s, 1 H), 7.89 (s, 1 H), 7.71 (d, J = 2.8Hz, 2H), 7.36 (s, 1 H), 5.71 (d, J = 8.0Hz, 1 H), 4.68 (m, 2H), 4.13-3.97 (m, 4H), 3.90 (m, 2H), 3.76 (m, 2H), 2.33 (m, 1 H), 1.99 (m, 1 H), 0.88 (t, 3H), 0.80 (m, 3H).

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

Reference£º
Patent; DONG-A ST CO.,LTD; PARK, Jang Hyun; SONG, Seung Hyun; CHUNG, Han Kook; KIM, Heung Jae; LEE, Ji Hye; JANG, Byeong Jun; KIM, Eun Jung; JUNG, Hae Hum; RYU, Chae Lim; HWANG, Jae-Sung; LEE, Hyung Ki; KANG, Kyung Koo; KIM, Soon Hoe; WO2014/157994; (2014); 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.917882-94-1,N-Methyltetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.,917882-94-1

TEA (1.5 mL, 10.963 mmol) was added to a room temperature stirred solution of N-methyltetrahydrofuran-3-amine hydrochloride (0.754 g, 5.4815 mmol) in DCM (5 mL), followed by the addition of a solution of Intermediate 3 (1.08 g, 3.6543 mmol) in DCM (5 mL). The reaction mixture was stirred at rt for 20 h and, after completion, was concentrated under reduced pressure. The product obtained was purified by silica gel chromatography using a gradient of 50-70% ethyl acetate in hexane as eluent. The fractions were combined and concentrated to dryness to afford the title compound (0.24 g, 18%) as a semisolid. MH+ 360.14;

917882-94-1 N-Methyltetrahydrofuran-3-amine hydrochloride 53404832, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; NEOMED INSTITUTE; POURASHRAF, Mehrnaz; BEAULIEU, Marc-Andre; CLARIDGE, Stephen; BAYRAKDARIAN, Malken; JOHNSTONE, Shawn; ALBERT, Jeffrey S.; GRIFFIN, Andrew; (135 pag.)WO2017/66876; (2017); 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.

2-Butyloxazole-5-carboxylic acid (0.10 g, 0.6 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.12 g, 0.9 mmol), Triethylamine (0.09 g, 0.9 mmol) And 1-hydroxybenzotriazole (0.01 g, 0.1 mmol) Was added to chloroform (amylene added product) (1.2 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.14 g, 0.7 mmol) was added at room temperature, After stirring overnight, Add water, And extracted three times with ethyl acetate. The organic layer was washed with saturated brine , Dried over 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) -2-butyloxazole-5-carboxamide (Hereinafter referred to as present amide compound (59)) 0.13 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

104227-71-6, (S)-tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Bromoaniline (172 mg) was dissolved in dichloromethane (5 ml). To the solution, trimethylaluminum (1.8 M solution in toluene, 0.556 ml) was added, and the mixture was stirred at room temperature for 15 minutes. Tert-butyl N-[(3S)-5-oxotetrahydrofuran-3-yl]carbamate (201 mg) was added to the reaction solution, and the mixture was stirred overnight at room temperature, then stirred at 60 C. for 1 hour, and then further heated to reflux for 1 hour. (0416) The same procedures as above were performed using 4-bromoaniline (2.56 g), and two lots were combined. Water was added to the reaction solution, followed by extraction from the aqueous layer with ethyl acetate. The aqueous layer was filtered through celite. After extraction from the filtrate with dichloromethane, these two organic layers were combined, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain the title compound (3.82 g). (0417) 1H-NMR (DMSO-d6) delta: 1.34 (9H, s), 2.39 (1H, dd, J=14.9, 7.4 Hz), 2.54 (1H, dd, J=14.9, 5.7 Hz), 3.28-3.35 (1H, m), 3.36-3.41 (1H, m), 3.82-3.88 (1H, m), 4.70-4.78 (1H, m), 6.59 (1H, d, J=8.6 Hz), 7.45-7.48 (2H, m), 7.54-7.57 (2H, m), 9.97 (1H, s). (0418) ESI-MS (m/z): 373, 375 (M+H)+.

104227-71-6, 104227-71-6 (S)-tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate 10943528, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Daiichi Sankyo Company, Limited; Takeda, Yasuyuki; Yoshikawa, Kenji; Kagoshima, Yoshiko; Yamamoto, Yuko; Tanaka, Ryoichi; Tominaga, Yuichi; Kiga, Masaki; Hamada, Yoshito; (132 pag.)US2016/46639; (2016); 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.

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- (4-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) was 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- (4-phenylbenzyl) oxymethyl isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (115)) 0.42 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Mixture of 4- (2-fluoro-4-methanesulfonyl-phenoxy)-5-methyl-6- (piperidin-4-yloxy)- pyrimidine (76 mg, 0.2 mmole), tetrahydro-furan-2-carboxylic acid (0.26 mmole, 1.3 eq), HATU (0.26 mmole, 1.3 eq), and TEA (0.4 mmole, 2 eq) in 2 mL THF was heated under microwave irradiation at 120 ¡ã C for 30 minutes. Mixture was purified by HPLC to give compound C164 as a yellow solid (78 mg, 81 percent). H NMR (CDC13, 400 MHz) 8 1.85-2. 17 (M, 8H), 2.21 (s, 3H), 3.10 (s, 3H), 3.75-3. 80 (M, 2H), 3.86-3. 91 (M, 2H), 3.96-4. 01 (M, 2H), 4.68 (t, 1H), 5.40-5. 45 (M, 1H), 7.44 (t, 1H), 7.78-7. 82 (M, 2H), 8.21 (s, 1H). Exact mass calculated for C22H26FN306S 479.2, found 480.3 (MH+)., 16874-33-2

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

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (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.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

A ?Personal Chemistry? microwave vial is charged with the title compound of (300 mg, 0.73 mmol), (S)-3-aminotetrahydrofuran hydrochloride (360 mg, 2.9 mmol), palladium (II) acetate (8 mg, 5 mol %), 1,1′-bis(diphenylphosphino)ferrocene (DPPF) (40 mg, 10 mol %), and sodium tert-butoxide (210 mg, 2.19 mmol). To this is added toluene (5 mL) and the reaction is heated with microwave irradiation to 115 C. for 30 min. After allowing the reaction vessel to cool, a suspension formed and is filtered and the filtrate evaporated. The residue is purified by flash chromatography, and the intermediate product (162 mg, 53%) is hydrolyzed by dissolution in 25% dimethylsulfoxide/ethanol, adding 1 N NaOH (0.25 mL) and 30% aqueous hydrogen peroxide (0.25 mL), followed by stirring at room temperature for 1 hours. An off yellow precipitate formed and H2O is added to precipitate more solids. The solids are collected by vacuum to yield of (S)-4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indol-1-yl)-2-(tetrahydrofuran-3-ylamino)benzamide (102 mg, 60% yield) as an off yellow powder. LC/MS: m/z=436 [M+H]-. 1H NMR (400 MHz, d6 DMSO): delta 8.56 (d, 1H), 7.97 (bs, 1H), 7.75 (d, 1H), 7.69 (s, 1H), 7.31 (bs, 1H), 6.73 (s, 1H), 6.65 (dd, 1H), 4.16 (m, 1H), 3.85 (m, 1H), 3.82 (m, 1H), 3.71 (m, 1H), 3.53 (dd, 1H), 2.74 (s, 2H), 2.33 (s, 2H), 1.73 (m, 1H), 0.99 (s, 6H)., 204512-95-8

The synthetic route of 204512-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); A1;,
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

To a solution of tetrahydro-3-furanmethanol (Aldrich, 1.0 mL, 10.4 mmol) in 5 mL CH2Cl2 and 5 mL pyridine was added para-toluenesulfonyl chloride (3.0 g, 15.6 mmol) portion-wise over 15 minutes. This mixture stirred at ambient temperature for 3 hours then 5 mL H2O was added. The layers were separated and the aqueous layer was extracted 2 X 5 mL CH2Cl2. The combined organics were dried over Na2SO4, filtered, concentrated under reduced pressure and dried under vacuum (~1 mm Hg) to afford the title compound (2.62 g, 10.2 mmol, 98percent yield). 1H NMR (300 MHz, CDCl3) delta ppm 1.49 – 1.63 (m, 1 H) 1.94 – 2.08 (m, 1 H) 2.46 (s, 3 H) 2.52 – 2.68 (m, 1 H) 3.49 (dd, J=9.16, 5.09 Hz, 1 H) 3.64 – 3.84 (m, 3 H) 3.88 – 4.03 (m, 2 H) 7.36 (d, J=8.14 Hz, 2 H) 7.76 – 7.82 (m, 2 H); MS (DCI/NH3) m/z 257 (M+H)+

124391-75-9, 124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; WO2009/67613; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem