Category: Tetrahydrofurans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.915095-89-5,(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran,as a common compound, the synthetic route is as follows.

915095-89-5, To the solution of (S)-3-(4-(5-bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran in tetrahydrofuran n-BuLi (2.5 mol) in hexane added at a rate that maintained the reaction temperature below -90C followed by addition of 2,3,4,6-tetra-0-trimethylsilyl-P-D- glucolactone in toluene at a rate that maintained the reaction temperature below -90C. The solution was stirred for 30 min at -95C prior to quenching by addition of methanol containing methanesulfonic acid. The reaction mixture was stirred overnight as the temperature raise to 20C. After completion of reaction, the reaction was quenched by the addition of triethylamine and distilled it out under vacuum. To the obtained residue water was added and extracted thrice with ethylacetate. The combined ethylacetate fractions were washed with brine and dried over sodium sulfate. The reaction mixture was concentrated to provide formula C in the form oil. To the methylenechloride solvent, aluminum chloride was added in one lot and cooled the mass to the temperature 0C to 10C. To the prepared solution acetonitrile was added followed by addition of triethyl silane at a rate such that the temperature was maintained between 0C to 10C. Mixed the above prepared complex with oil of formula C and stirred for 2 h. When HPLC analysis revealed that the reaction was completed, the reaction was quenched by addition of 50% aqueous hydrochloric acid solution. Aqueous layer was extracted with methylenechloride. Combined organic layer washed with 5% aqueous hydrochloric acid solution followed by water and brine. The organic layer was distilled and the obtained residue was added methylenechloride, acetic anhydride and dimethylaminopyridine, pyridine and stirred for 5-6 h. Water was added to the reaction mixture and layers were separated. The methylenechloride layer was distilled and ethanol was added to it followed by heating to 55-60C. The reaction mixture was cooled, filtered and dried to obtain acetylated empagliflozin of formula F.Yield: ~ 58%. Purity (by HPLC): >99.8%

The synthetic route of 915095-89-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; GHARPURE, Milind; SHARMA, Sanjay Kumar; VISHWASRAO, Sandesh; VICHARE, Prasad; VARAL, Dipak; (24 pag.)WO2018/207111; (2018); 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

Production Example 27 (0338) 5-(1-Naphthylmethoxymethyl)isoxazole-3-carboxylic acid (0.46 g, 1.6 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.26 g, 1.9 mmol), triethylamine (0.19 g, 1.9 mmol) and 1-hydroxybenzotriazole (0.02 g, 0.19 mmol) were added to chloroform (amylene addition product) (3 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.37 g, 1.9 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 0.31 g of N-(tetrahydrofuran-3-ylmethyl)-5-(1-naphthylmethoxymethyl)i soxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (27)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)): 1.66-1.69(1H, m), 2.04-2.13(1H, m), 2.53-2.63(1H, m), 3.46(2H, t), 3.58-3.60(1H, m), 3.75-3.79(1H, m), 3.84-3.94(2H, m), 4.68(2H, s), 5.06(2H, s), 6.72(1H, s), 6.95(1H, br s), 7.43-7.58(4H, m), 7.84-7.89(2H, m), 8.11(1H, d), 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

42417-39-0, 3-Aminodihydrofuran-2(3H)-one hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42417-39-0

The reactor was charged with HSL ¡¤ HCl, methanol and / or water as described in Table 9 below. The reactor was charged with Pt (5) / Ac and NO / N2 (15 atm, 1: 1 (v / v)). The reaction was carried out at a reaction time and a reaction temperature as shown in Table 9 below. The product was partially recovered and the components were analyzed. The results are shown in Table 9 below.

42417-39-0 3-Aminodihydrofuran-2(3H)-one hydrochloride 445963, aTetrahydrofurans compound, is more and more widely used in various fields.

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 110 (0426) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.24 g, 1.78 mmol) and triethylamine (0.18 g, 1.78 mmol) were added to chloroform (amylene addition product) (10 mL). 5-(4-Phenylbenzyl)oxymethylisoxazole-3-carboxylic acid (0.40 g, 1.19 mmol), 1-hydroxybenzotriazole (0.02 g, 0.18 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0. 34 g, 1. 78 mmol) were added to the mixture at room temperature, and the mixture was stirred overnight. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted twice with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.42 g of N-(tetrahydrofuran-3-ylmethyl)-5-(4-phenylbenzyloxymethyl)i soxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (115)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)): 1.64-1.72 (1H, m), 2.05-2.13(1H, m), 2.53-2.63(1H, m), 3.45-3.49(2H, m), 3.57-3.61(1H, m), 3.74-3.80(1H, m), 3.84-3.95(2H, m), 4.65(2H, s), 4.69 (2H, s), 6.75(1H, s), 6.94(1H, br s), 7.34-7.38(1H, m), 7.42-7.47(4H, m), 7.58-7.61(4H, 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1: Synthesis of ethyl tetrahydrofuran-2-carboxylate:To a stirred solution of tetrahydrofuran-2-carboxylic acid (about 10 g) in ethanol (150 ml), sulfuric acid (about 10 ml) was added and refluxed for 6 hours at 80 C. Completion of the reaction was monitored by TLC, reaction mixture was evaporated under reduced pressure, the residue was taken in water, neutralized with saturated NaHC03 and extracted with DCM, the organic layer was dried over a2S04 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 5% ethyl acetate in hexane as eluent to furnish the title compound (12 g) as a light yellow liquid. NMR (300 MHz, CDC13): 1.22- 1.27 (m, 3H); 1.57- 1.87 (m, 8H); 2.65-2.76 (m, 1H); 4.08-4.15 (m, 2H); ES Mass: [M+l ] 143 (100%)., 16874-33-2

As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; VAMSI KRISHNA, Bandi; MANOHAR SHARMA, Vedula; RATHNAKAR REDDY, Kura; MADHANMOHAN REDDY, Musku; VL SUBRAHMANYAM, Lanka; PREM KUMAR, Mamnoor; WO2011/61590; (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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

Example 162A Toluene-4-sulfonic acid tetrahydro-furan-3-ylmethyl ester 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*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

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

Reference£º
Patent; Florjancic, Alan S.; Dart, Michael J.; Ryther, Keith B.; Perez-Medrano, Arturo; Carroll, William A.; Patel, Meena V.; Tietje, Karin Rosemarie; Li, Tongmei; Kolasa, Teodozyj; Gallagher, Megan E.; Peddi, Sridhar; Frost, Jennifer M.; Nelson, Derek W.; US2008/58335; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

149809-43-8, ((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,149809-43-8

To a solution of 4-bromo-2-methyl phenol (920 mg, 4.89 mmol) in DMSO (10 mL) was added aq sodium hydroxide (0.39 mL, 12.5 M, 4.89 mmol) and the mixture stirred at RT for 10 min and then treated with the tosylate (IX) (2.00 g, 4.45 mmol). The reaction mixture was stirred at 60C for 72 hr then cooled to RT and partitioned between water (25 mL) and EtOAc (20 mL). The organic phase was separated and retained and the aq layer was extracted with EtOAc (3 x 25 mL). The combined organic extracts were washed with brine (3 x 15 mL) and then dried and evaporated in vacuo. The crude product was purified by flash column chromatography (S1O2, 12 g, 0-30% EtOAc in DCM, gradient elution) to give the title compound, intermediate (XIII), as a colourless oil (1.84 g, 86%); Rl 2.78 min (Method a); m/z 464 (M+H)+ (ES+); 1 H NMR delta: 2.09 (3H, s), 2.17 (1 H, dd), 2.37-2.43 (1 H, m), 2.52-2.60 (1 H, m), 3.72-3.78 (2H, m), 3.82 (1 H, dd), 4.00-4.06 (1 H, m), 4.57 (2H, dd), 6.82 (1 H, d), 7.00 (1 H, td), 7.25-7.34 (4H, m), 7.76 (1 H, s), 8.34 (1 H, s).

The synthetic route of 149809-43-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PULMOCIDE LIMITED; SUNOSE, Mihiro; COLLEY, Thomas Christopher; ITO, Kazuhiro; RAPEPORT, Garth; STRONG, Peter; (55 pag.)WO2016/87878; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

453-20-3,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.

To a solution of 3-tetrahydrofuranol (1 g, 6.5 mmol) in DCM (10 mL) was added triethylamine (1.9 mL, 13.6 mmol). The reaction mixture was stirred for 15 minutes at room temperature. To the reaction mixture was added methanesulfonyl chloride (1.08 mL, 13.6 mmol) at 0C. The reaction mixture was stirred for a further 18 h. The reaction mixture was then quenched by addition of water, and diluted with EtOAc. The organic layer was washed with water and brine, dried over sodium sulphate and concentrated to yield the title compound (1.9 g, 88%). deltaEta (CDC13) 5.32 (m, 1H), 4.10-3.80 (m, 4H), 3.70 (s, 3H), 2.30-2.20 (m, 2H).

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

Reference£º
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; BROOKINGS, Daniel Christopher; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; KULISA, Claire Louise; NEUSS, Judi Charlotte; REUBERSON, James Thomas; WO2013/68458; (2013); 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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Intermediate 84-Bromo-1 -[(SHetrahvdro-furan-3-nuPi-Iota H-pyridin-2-one; A mixture of 4-bromo-1 H-pyridin-2-one (0.50 g), (/:?)-toluene-4-sulfonic acid tetrahydrofuran-3- yl ester (0.40 g), potassium carbonate (0.80 g), and dimethylsulfoxide (5 mL) was stirred at 80 ‘C 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 (MgS04), and concentrated. The residue was purified by HPLC on reversed phase (acetonitrile/water) to afford the title compound [besides, 4-bromo-2-[(S)-tetrahydro- furan-3-yloxy]-pyridine was isolated in 0.36 g (56% of theory)]. Yield: 0.1 1 g (1 6% of theory); LC (method 3): tR = 2.18 min; Mass spectrum (ESI+): m/z = 244/246 (Br) [M+H]+.

219823-47-9, As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias; WO2011/159760; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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 solution of (R)-tetrahydrofurfuryl alcohol (Lancaster, 1.0 g, 9.8 mmol) in 5 mL of CH2Cl2 and 5 mL of pyridine was added p- toluenesulfonyl chloride (2.8 g, 14.7 mmol) in portions over 15 minutes. The mixture was stirred at ambient temperature for 3 hours and was quenched with 10 mL of saturated, aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with three 5 mL portions OfCH2Cl2. The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound. MS (DCI/NH3) m/z 257 (M+H)+, 274 (M+NH4)+, 97-99-4

97-99-4 (Tetrahydrofuran-2-yl)methanol 7360, 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