Month: August 2020

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

4-(3-(6-Hydroxypyridin-3-yl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile 10c (100 mg, 0.24 mmol) was placed in a reaction flask, followed by addition of (R)-tetrahydrofuran-3-yl-4-methylbenzenesulfonate 2a (116 mg, 0.48 mmol), cesium carbonate (235 mg, 0.72 mmol), and 3 mL of N,N-dimethylacetamide, successively. The reaction solution was warmed up to 60 C. and stirred for 2 hours. The reaction solution was cooled down to room temperature, mixed with 10 mL of saturated sodium chloride solution, and extracted with ethyl acetate (20 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by thin layer chromatography with elution system A to obtain the title compound (S)-4-(4,4-dimethyl-5-oxo-3-(6-((tetrahydrofuran-3-yl)oxy)pyridin-3-yl)-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile 24 (60 mg, yield 52.6%) as a white solid. MS m/z (ESI): 477.2 [M+1]; 1H NMR (400 MHz, CDCl3): delta 8.09-8.08 (m, 1H), 8.00-7.96 (m, 2H), 7.86-7.84 (m, 1H), 7.54-7.51 (m, 1H), 6.92-6.90 (m, 1H), 5.63-5.60 (m, 1H), 4.14-3.91 (m, 4H), 2.35-2.16 (m, 2H), 1.60 (s, 6H).

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; Shanghai Hengrui Pharmaceutical Co., Ltd.; Jiangsu Hengrui Medicine Co., Ltd.; Lu, Hejun; Sun, Piaoyang; Fei, Hongbo; Jiang, Hongjian; Wang, Haowei; Dong, Qing; US2015/225381; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

165253-29-2, Example 106 Preparation of 3-(3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-7-(3,5-dimethyl-l- ((tetrahydrofuran-3-yl)methyl)-lH-pyrazol-4-yl)-2-methyl-lH-indol-l-yl)propanoic acid Title compound was prepared (5.0 mg, 0.008 mmol) according to procedures described in Example 105 by using 3-(3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-7-(3,5-dimethyl-lH- pyrazol-4-yl)-2-methyl-lH-indol-l-yl)propanoic acid (25 mg, 0.05 mmol), cesium carbonate (82.4 mg, 0.25 mmol) and 3-(bromomethyl)tetrahydrofuran (16 mu,, 0.15 mmol). MS (ES) 578.2 (M+H), tR: 1.480 min.

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VANDERBILT UNIVERSITY; LEE, Taekyu; KIM, Kwangho; CHRISTOV, Plamen P.; BELMAR, Johannes; BURKE, Jason P.; OLEJNICZAK, Edward T.; FESIK, Stephen W.; WO2015/31608; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

3123-97-5, 5,5-Dimethyldihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the Compound 1 (5.13 g) and the Compound 2 (1.3 mE) in methanol (45 mE) was added dropwise concentrated sulfuric acid (350 pL), and the resulting mixture was stirred at 50¡ã C. for 2 hours. To the reaction mixture was added a saturated aqueous solution of sodium hydrogen carbonate at room temperature to alkali1,? the mixture, and chloroform was added thereto, and the resulting mixture was stirred. The resulting organic layers were separated, then washed with saturated brine, dried, andconcentrated under reduced pressure. The resulting residues were purified by silica gel column chromatography (hexane:ethyl acetate=97:3 to 85:15) to give the Compound 3 (6.2 g) as a pale yellow liquid. 1H-NMR (CDC13) oe 1.15 (s, 6H), 1.80-1.84 (m, 2H), 2.34-2.38 (m, 2H), 3.17 (s, 3H), 3.67 (s, 3H)

3123-97-5, 3123-97-5 5,5-Dimethyldihydrofuran-2(3H)-one 18398, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; MITSUBISHI TANABE PHARMA CORPORATION; SATO, Atsushi; IMASHIRO, Ritsuo; TSUJISHIMA, Hidekazu; TANIMOTO, Kouichi; YAMAMOTO, Yasuo; NAKANE, Tetsu; TOSHIKAWA, Chihiro; (118 pag.)US2018/258076; (2018); 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.22929-52-8,Dihydrofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

Intermediate 163 Ethyl 1-(phenylmethyl)-3-[(tetrahydro-3-furanyl)amino]-1H-pyrazole-4-carboxylate. To a solution of ethyl 3-amino-1-(phenylmethyl)-1H-pyrazole-4-carboxylate (7.88 g, 32 mmol) and dihydro-3 (2H)-furanone (1.60 g, 18.6 mmol) in DCM (100 mL) was added sodium triacetoxyborohydride (7.88 g, 37 mmol) and acetic acid (3.2 mL). The mixture was stirred for 16 hours, partitioned between DCM and saturated sodium bicarbonate solution and applied through a hydrophobic frit. The organic fraction was evaporated, the residue purified using a 330 g ISCO Flash column, eluting with a gradient of ethyl acetate in cyclohexane (5- 60percent) to give the title compound. MS calcd for (C17H21N303+ H) + : 316 MS found (electrospray) : (M+H) += 316, 22929-52-8

The synthetic route of 22929-52-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2005/92863; (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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Lambda/-(1 -Methylcyclopropyl)-3-((3-methylisoxazol-5-yl)methyl)-2,4-dioxo-1 ,2,3,4- tetrahydroquinazoline-6-sulfonamide (100 mg, 0.260 mmol), cesium carbonate (100 mg, 0.3100 mmol), sodium iodide (8 mg, 0.05 mmol) and 1 -bromo-2,2-dimethylpropane (426 mg, 2.8 mmol) in DMF (2 mL) was heated by microwave irradiation to 130 ¡ãC for 1 .5 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2 x 20 mL). The organic phase was combined, washed with brine (10 mL), passed through a hydrophobic frit and evaporated to dryness. The crude product mixture was purified by prep HPLC (high pH) to give the desired product (14 mg, 0.03 mmol, 12percent) as an off-white powder.This compound was prepared according to Example 465 using Lambda/-[1 – (fluoromethyl)cyclopropyl]-3-[(3-methylisoxazol-5-yl)methyl]-2,4-dioxo-1 1H-quinazoline-6- sulfonamide (100 mg, 0.245 mmol) and 3-(bromomethyl)tetrahydrofuran (60 muIota_, 0.538 mmol). The reaction mixture was heated by microwave irradiation to 120 ¡ãC for 2 h. This afforded the desired product (21 mg, 0.042 mmol, 25percent) as a beige powder, 165253-29-2

As the paragraph descriping shows that 165253-29-2 is playing an increasingly important role.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (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.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

Step 1: Preparation of Compound 3 (0434) A mixture of tert-butyl N-hydroxy-N-methyl-carbamate (1.00 g, 6.79 mmol, 1.00 eq), 3-bromotetrahydrofuran (1.23 g, 8.15 mmol, 1.20 eq), Cs2CO3 (3.32 g, 10.18 mmol, 1.50 eq) in DMF (10.00 mL) was degassed and purged with N2 for 3 times, and then the mixture was stirred at 70 C. for 16 hour under N2 atmosphere. TLC showed the reaction was completed. The mixture was poured into water (20 mL) and stirred at 5 min. The aqueous phase was extracted with ethyl acetate (15 mL*2). The combined organic phase was washed with brine (20 mL), dried with anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by column chromatography (SiO2, Petroleum ether/Ethyl acetate=100/1 to 50/1) to give tert-butyl N-methyl-N-tetrahydrofuran-3-yloxy-carbamate (905.00 mg, 4.17 mmol, 61.35% yield) as a colorless oil. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 4.62-4.71 (m, 1H) 3.89-4.01 (m, 2H) 3.81-3.88 (m, 1H) 3.75 (dd, J=10.54, 4.39 Hz, 1H) 3.10 (s, 3H) 2.13 (dtdd, J=12.23, 5.32, 5.32, 2.54, 1.32 Hz, 1H) 1.92-2.05 (m, 1H) 1.47-1.53 (m, 9H).

19311-37-6, As the paragraph descriping shows that 19311-37-6 is playing an increasingly important role.

Reference£º
Patent; Novira Therapeutics, Inc.; Hartman, George D.; Kuduk, Scott; (45 pag.)US2016/185777; (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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

A microwave vessel was charged with 1-[8-fluoro-6-methoxy-4-methyl- 3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl]-trans-2-methylpiperidin-4-amine (Int- 236-4, 58 mg, 0.15 mmol), (3R)-oxolan-3-yl 4-methylbenzene-1-sulfonate (Int-172-11, 146 mg, 0.56 mmol), DIPEA (0.105 mL, 0.56 mmol) and CH3CN (0.9 mL). The mixture was heated for 12 hours at 120oC in a microwave reactor. The mixture was partitioned between EtOAc and an aqueous Na2CO3 solution, drying the organic fraction over sodium sulfate, and concentrating to 170 mg of an orange oil. The crude product was purified by column chromatography eluting with a gradient of 0-60% EtOAc/hexanes, followed by a gradient of 0-10% MeOH/DCM to give the mixture of diastereomers as a yellow solid (38 mg, 56% yield). The mixture can be separated to give the individual diasteromers using a phenomenex Lux 5mu cellulose-4 column (250mmx4.6mm, hexane:ethanol:DEA (73:27:0.1), 1 mL/min, retention time: 7.2 min, 8.9 min. LCMS: (M+1) m/z = 356.1., 219823-47-9

219823-47-9 (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate 13837325, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; THE SCRIPPS RESEARCH INSTITUTE; BLACKTHORN THERAPEUTICS, INC.; ROBERTS, Edward; GUERRERO, Miguel A.; URBANO, Mariangela; ROSEN, Hugh; JONES, Rob; LAXAMANA, Candace Mae; ZHAO, Xianrui; TURTLE, Eric Douglas; (331 pag.)WO2018/170492; (2018); 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-Benzyloxymethylthiazole-2-carboxylic acid (0.11 g, 0.43 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.07 g, 0.51 mmol), Triethylamine (0.05 g, 0.51 mmol) And 1-hydroxybenzotriazole (0.01 g, 0.05 mmol) Was added to chloroform (amylene added product) (2 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.10 g, 0.51 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, 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-benzyloxymethylthiazole-2-carboxamide (Hereinafter referred to as the present amide compound (48)) 0.11 g was obtained.

184950-35-4, 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;,
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.,42417-39-0

As shown in FIG. 3, a desamination reaction (second reaction) of homoserine lactone hydrochloride using water as a solvent was carried out.A portion of the upper layer recovered in the first reaction (80.2 mL)And 120 g of HSL ¡¤ HCl were placed in a reactor and reacted while injecting NO / Air (O 2) gas at room temperature (25 C.) and atmospheric pressure (1 atm). GC analysis was performed to confirm the presence of unreacted HSL ¡¤ HCl, and the product was placed in a separating funnel and allowed to stand until it was separated.64.04 g of the bottom layer was recovered from the layered solution and the recovered bottom layer was evaporated under reduced pressure (2-4 torr) to 50 & lt; 0 & gt; C to recover 58.28 g of product. As a result of analyzing the components of the product, Cl-GBL contained 91.34%, HO-GBL contained 5.04%, and furanone contained 2.62%.After separating the lower layer, the upper layer was 154.05 g, and 80 mL (94.25 g) was used as a solvent for the tertiary reaction. The residue (59.8 g) was extracted three times with chloroform (60 mL / 60 mL / 60 mL) and the combined extracts were evaporated under reduced pressure to recover 18.57 g of product. As a result of analyzing the components of the product, 87.36% of Cl-GBL, 4.11% of HO-GBL and 7.37% of furanone were contained.After the chloroform extraction, the solvent was evaporated under reduced pressure to recover 7.8 g of the product. As a result of analyzing the components of the product, Cl-GBL was contained in 2.28%, HO-GBL in 91.44%, and furanone in 0.92%.

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-34-3,Ethyl tetrahydrofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

Step 2: Synthesis of ethyl 2-ethyltetrahydrofuran-2-carboxylate:A stirred solution of Diisopropylamine (about 6.5 ml) in dry THF (25 ml) was cooled to about -10 C and to this n-butyl lithium (23 ml) was added drop wise under nitrogen atmosphere and maintain the same temperature for about 45 minutes then cooled to the reaction mixture about – 75C for about 15 minutes then ethyl tetrahydrofuran-2-carboxylate (step 1, about 5 g in 30 ml THF) was added and stirred the reaction at same temperature for about 30 minutes. Increased the reaction temperature to about -35 C and stirred for 45 minutes then again cooled the reaction to about – 75C then ethyl iodide (5.2 ml in 20 ml THF) was added drop wise and the reaction temperature was slowly allowed t to reach room temperature and stirred the reaction mixture at room temperature for about 12 hours. Completion of the reaction was monitored by TLC, the reaction mixture was quenched with saturated ammonium chloride and extracted with ethyl acetate, the organic layer was washed with saturated NaHC03 followed by brine solution, the organic layer was dried over Na2S04 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 3% ethyl acetate in hexane as eluent to furnish the title compound as light yellow colour liquid. NMR (300 MHz, CDC13): 1.40-1.44 (m, 3H); 1.77-1.87 (m, 6H); 1.88-1.96 (m, 4H); 4.78-4.85 (m, 2H); ES Mass: [M+l], 16874-34-3

16874-34-3 Ethyl tetrahydrofuran-2-carboxylate 10103286, aTetrahydrofurans compound, is more and more widely used in various.

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