Heterocyclic Building Blocks-Tetrahydrofuran

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.

To (2-bromo-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-yl)(4-methyl- 1 H-indol-2-yl)methanone (0.035 g, 0.093 mmol) was added tetrahydrofuran-3-amine (0.5 ml, 5.81 mmol). The mixture was stirred at r.t. overnight, then at 70¡ãC for 24h. The mixture was concentrated under reducedpressure, purified by silica gel chromatography, then re-purified by basic reverse phase HPLC to give the desired product (0.003 g, 8percent yield) Rt (Method A) 3.09 mins, m/z 383 [M+H].

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

Reference£º
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (2019); 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.

(R)-(+)-3-Aminotetrahydrofuran toluene-4-sulfonate (2.0 g, 7.7 mmol) was added to a suspension of (2S)-2-(4-bromophenyl)-4-((lR)-l-phenylethyl)morpholine (2.4 g, 6.9 mmol), palladium acetate (65 mg, 0.29 mmol), 2-(di-t-butylphosphino)biphenyl (170 mg, 0.57 mmol), and sodium tert-butoxide (3.4 g, 35.4 mmol) in tert-butanol (50 ml) at room temperature. After heating at 90 C for 6 hours, the resulting suspension was passed through a Celite column. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel chromatography eluting 5-10% methanol in chloroform to afford 4-((lR)-l-phenylethyl)-(2S)-2-(4-(N-((3R)-tetrahydrofuran-3-yl)amino)phenyl)morpholine (1.3 g, 53%) as white crystals. iH-NMR(CDCl3) 8 : 1.35 (3H, d, J=6.8 Hz), 2.04-2.16 (4H, m), 2.55-2.62 (lH, m), 3.08-3.12 (1H, m), 3.33-3.38 (lH, m), 3.67-3.93 (5H, m) ,3.98-4.02 (1H ,m) ,4.46-4.58 (2H ,m) ,6.57 (2H , d, J=7.2 Hz), 6.83 (lH, d, J=9.0 Hz), 7.21-7.33 (7H, m)

111769-27-8, As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; MITSUBISHI PHARMA CORPORATION; SANOFI-AVENTIS; WO2006/28290; (2006); A1;,
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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.

Add L-phenylalaninol resolving agent (0.5g, 3.3mmol, 99percent ee) to a 50mL two-neck reaction flaskAnd 15mL of acetone,After stirring and dissolving the dissolving agent,Add 5 mL of a mixture of ethyl acetate and (RS)-THFA (0.58 g, 5 mmol).Reaction at 20 ¡ã C for 1 h,A white solid was precipitated, which was quickly filtered and weighed to give 0.397 g of diastereomer salt.The resulting diastereomer salt was recrystallized from ethyl acetate.Heat to about 77 ¡ã C first, to clear the transparent liquid,Stop heating, slowly cool naturally and stir at low speed until the temperature drops to 20 ¡ã C. After constant temperature and low speed stirring and crystallization for 1 h, filter, filter cake is dissolved with 5 mol / L sulfuric acid aqueous solution and adjusted to pH < 2, and added with DCM (3 ¡Á 10 mL) The layers are separated and the extracted organic phase is combined and dried over anhydrous Na2SO4.The solvent was again concentrated to give (S)-2-THFA (0.175 g), 99.1percent ee, yield: 60.7percent. 16874-33-2, As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; Zhejiang University of Technology; Li Zhenhua; Ruan Yiyi; Li Juan; (9 pag.)CN109705064; (2019); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1679-47-6,3-Methyldihydrofuran-2(3H)-one,as a common compound, the synthetic route is as follows.

Synthesis of (¡À)-2-methyl-4-bromobutyric acid (II) Under nitrogen protection, (¡À)-alpha-methyl-gamma-butyrolactone (I) (7.33 g, 73.3 mmol) was transferred to a reaction flask in ice water. Under a bath condition, slowly add 33% HBr acetic acid solution (51.3 mL, 147 mmol, 2.0 eq.) to the reaction flask. After stirring for 6 hours at room temperature, TLC monitoring showed that the conversion of the starting material I was completed, stirring was stopped, and the reaction solution was placed in a fume hood. After pouring into 250 mL of CH2Cl2 cooled in an ice water bath, a large amount of white smoke emerged and the resulting solution was successively treated with water (50 mL x 2). After washing with saturated NaHSO 3 solution (100 mL¡Á2) and saturated brine (50 mL), the solid was dried over anhydrous Na 2 SO 4 Dry, filter, and concentrate the filtrate under reduced pressure to give 12.5 g of pale yellow oil II (yield 94.2%). The product was not purified. Can be used for the next reaction., 1679-47-6

Big data shows that 1679-47-6 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Pharmaceutical Co., Ltd. Xinchang Pharmaceutical Factory; Ji Li; Lao Xuejun; Jin Xin; Shen Dadong; Wu Guofeng; (11 pag.)CN107488176; (2017); A;,
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696-59-3,696-59-3, 2,5-Dimethoxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The raw material 4-nitroaniline (3.45g, 0.025mol),2,5-dimethoxytetrahydrofuran (3.96g, 0.30mol) and FeCl3 (0.1g, 0.38mmol) were added to water (50mL), and reacted at 100 C for 4hThe reaction solution was cooled to room temperature and suction filtered to obtain 3.92 g of a solid with a yield of 83.5%.

As the paragraph descriping shows that 696-59-3 is playing an increasingly important role.

Reference£º
Patent; Liaoning University; Chen Ye; Liu Ju; Ding Shi; Li Jun; Liu Yutong; Shi Jiantao; Li Jie; Zhou Ziyun; Zhang Jiaojiao; Gong Yilin; (42 pag.)CN110372705; (2019); 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

Step 1. 4-tert-Butyl-1-(3-tetrahydrofuranyloxy)-2-nitrobenzene To a solution of 4-tert-butyl-2-nitrophenol (1.05 g, 5.4 mmol) in anh THF (25 mL) was added 3-hydroxytetrahydrofuran (0.47 g, 5.4 mmol) and triphenylphosphine (1.55 g, 5.9 mmol) followed by diethyl azodicarboxylate (0.93 ml, 5.9 mmol) and the mixture was allowed to stir at room temp. for 4 h. The resulting mixture was diluted with Et2O (50 mL) and washed with a saturated NH4Cl solution (50 mL) and a saturated NaCl solution (50 mL), dried (MgSO4), and concentrated under reduced pressure. The residue was purified by flash chromatography (30% EtOAc/70% hexane) to yield the desired ether as a yellow solid (1.3 g, 91%): 1H-NMR (CHCl3) delta 1.30 (s, 9H), 2.18-2.24 (m, 2H), 3.91-4.09 (m, 4H), 5.00-5.02 (m, 1H), 6.93 (d, J=8.8 Hz, 1H), 7.52 (dd, J=2.6, 8.8 Hz, 1H), 7.81 (d, J=2.6 Hz, 1H).

453-20-3, As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Patent; Dumas, Jacques; Miller, Scott; Osterhout, Martin; Khire, Uday; Lowinger, Timothy B.; Riedl, Bernd; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Gunn, David; Rodriguez, Martha; Wang, Ming; Turner, Tiffany; Brennan, Catherine; US2008/269265; (2008); 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

A mixture comprising 10.0 g of (tetrahydro-3-furanyl) methanol, 29.5 g of trifluoromethanesulfonic anhydride, 10.0 g of pyridine and 200 ml of dichloromethane was stirred for an hour at room temperature. Water was poured into the reaction solution to separate the organic layer, which was washed with 1 N hydrochloric acid, water and a saturated saline solution, dried, and concentrated to obtain 20 g [OF 3-TETRAHYDRO-FURANYLMETHYL TRIFLATE.] 3.25 g of 60% sodium hydride were added to 12.5 g of [1,] [5-DIMETHYL-2-NITROIMINOHEXAHYDRO-1,] 3,5-triazine and 60 ml of DMF at room temperature, followed by stirring for an hour. 20.0 g of the 3- [TETRAHYDROFURANYLMETHYL] [TRIFLATE] were added thereto, and the mixture was stirred at [50] C for 2 hours. After cooling the mixture to room temperature, 50 ml [OF 2N] hydrochloric acid were added thereto, followed by stirring at [50 C] for 2 hours. The resultant mixture was neutralized with sodium bicarbonate and extracted with dichloromethane, and the extract was dried and concentrated. The residue thus obtained was purified by silica gel column chromatography (eluent: ethyl [ACETATE/HEXANE=L/L)] to obtain 7.8 g of [1-{(TETRAHYDRO-3-FURANYL) METHYL}-2-NIERO-] 3-methylguanidine (dinotefuran).

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; THE HARTZ MOUNTAIN CORPORATION; WO2004/23873; (2004); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

219823-47-9, (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediates E-I and E-II 4-Bwmo-l-(S)- tetrahydro-furan-3-yll-lH-pyridin-2-one and 4-bromo-2-[(S)-tetrahydro- furan-3 -yloxyl -pyridine A mixture of 4-bromo-lH-pyridin-2-one (0.50 g), (i?)-toluene-4 -sulfonic acid tetrahydro- furan-3-yl ester (0.40 g), and potassium carbonate (0.80 g) in dimethylsulfoxide (5 mL) was stirred at 80 0C overnight. After cooling to ambient temperature, water was added and the resulting mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO/O, and concentrated. The residue was purified by HPLC on reversed phase (acetonitrile/water) to afford the title compounds in separate fractions.4-Bromo-l-[(S)- tetrahydro-furan-3-yl]-lH-pyridin-2-one: Yield: 0.11 g (16% of theory); Mass spectrum (ESI+): m/z = 244/246 (Br) [M+H]+.4-Bromo-2-[(S)-tetrahydro-furan-3-yloxy]-pyridine: Yield: 0.36 g (56% of theory); Mass spectrum (ESI+): m/z = 244/246 (Br) [M+H]+.

219823-47-9, The synthetic route of 219823-47-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; HIMMELSBACH, Frank; WO2010/89303; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a dry flask was placed 8-am ino-6-(3-fluorophenyl)-5-[2-methyl-6-(trifluoromethyl) pyrid in-4- yl]imidazo[i ,2-a]pyrazine-2-carboxylic acid (example 76) (30 mg, 0.07 mmol) then DMF (2 mL) was added and to this HATU (31 mg, 0.08 mmol, 1.2 equiv.) was added. Reaction mixture was stirred for 10 minutes and then DIPEA (0.04 mL, 0.21 mmol, 3 equiv.) followed by 3-aminotetra-hydrofuran (0.06 mg, 0.07 mmol, 1 equiv.) were added and reaction was stirred at r.t. for 48h. Reaction mixture was concentrated under reduced pressure and purified by using flash chromatography (silica gel, DCM/MeOH 0percent to 10percent) to lead to the title compound as a off-white solid, hydrochloride salt (10 mg, 29percent). ESI-MS: 501.20 [M+H]+. 1H NMR (400 MHz, DMSO-d6) 6 8.20 (d, J = 7.2 Hz, 1 H), 8.05 (s, 1 H), 7,88 (s, 2H), 7.76 (s, 1 H), 7.62 (s, 1 H), 7.35 ? 7.25 (m,1 H), 7.20 ?7.11 (m, 2H), 7.08?7.00 (m, 1 H), 4.54 ?4.42 (m, 1 H), 3.91 ?3.79 (m, 2H), 3.75?3.68 (m, 2H), 2.58 (s, 3H), 2.25?2.15 (m, 1 H), 1.95?1.85 (m, 1 H)., 88675-24-5

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

Reference£º
Patent; SELVITA S.A.; BOBOWSKA (NEE WITKOWSKA), Aneta; GALEZOWSKI, Michal; NOWAK, Mateusz; COMMANDEUR, Claude; SZEREMETA-SPISAK, Joanna; NOWOGRODZKI, Marcin; OBARA, Alicja; DZIELAK, Anna; LOZINSKA, Iwona; DUDEK (NEE SEDLAK), Marcelina; JANIGA, Anita; REUS, Jacek; WRONOWSKI, Marek; ZASTAWNA, Magdalena; RADZIMIERSKI, Adam; SWIRSKI, Mateusz; ZACHMANN, Julian; FABRITIUS, Charles-Henry; PORTER, Rod; FOGT, Joanna; (276 pag.)WO2019/2606; (2019); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5061-21-2, 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 fields.

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;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem