Day: November 9, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105-21-5,Gamma-heptalactone,as a common compound, the synthetic route is as follows.

gamma-heptalactone was added into an decarboxylation and dimerisation reactor R1, in which the upper layer of the catalyst bed layers was loaded with Amberlyst catalyst (Amberlyst 15WET), and the lower layer of the catalyst bed layers was loaded with the decarboxylation and dimerisation catalyst B produced above, two catalyst layers having a same packing height. Decarboxylation and dimerisation was conducted under conditions of a temperature of 180 degree Celsius and a WHSV of 1.5 h-1, resulting in a conversion of 96%, and a selectivity to C8 olefin of 81%. After separation, the C8 olefin was fed into an aromatization reactor R2 for aromatization under the actions of a temperature of 500 degree Celsius, an aromatization catalyst MCM-22, and a space velocity of 2 h-1, to provide a stream containing a xylene product, with a selectivity to xylene of 94%, and a yield of carbon as xylene of 73.1%. The olefin not reacted completely could be recycled to the dimer reactor for continued reaction. The olefin obtained was further separated to provide light aromatics comprising benzene, toluene and the like, simultaneously providing PX in high-purity. In addition, an additional part was obtained as a heavy component from the column bottom. Hydrogen out of the column top could be used as a raw material for hydrogenating oligomers into gasoline or diesel oil, while the heavy component from the column bottom could be used as a raw material for diesel oil or be combusted to supply heat., 105-21-5

105-21-5 Gamma-heptalactone 7742, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; CHINA PETROLEUM & CHEMICAL CORPORATION; SHANGHAI RESEARCH INSTITUTE OF PETROCHEMICAL TECHNOLOGY, SINOPEC; KONG, Dejin; ZHENG, Junlin; SONG, Qi; QI, Xiaolan; XU, Xuan; JIANG, Xiangdong; YANG, Deqin; (19 pag.)US2018/282256; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 0.7 g of tetrahydrofuran-2 – carboxylic acid and 10 ml of THF was added 0.84 g of oxalyl chloride and 0.05 ml of DMF. The mixture was stirred for 2 hours at room temperature, then, THF was distilled off under reduced pressure. To the residue was added 20 ml of THF and 1.02 g of 3-amino-6- (pyridin- 3-yl ) -pyran-2-one , then, 0.91 g of triethylamine was added, and the mixture was stirred for 18 hours at room temperature. Water (10 ml) was added, and about 15 ml of THF was distilled off under reduced pressure, then, the precipitate was filtrated. The filtratedprecipitate was washed with 10 ml of water and 15 ml of hexane, then, drying under reduced pressure wasperformed to obtain 0.88 g of N- [2-oxo-6- (pyridin-3-yl) – 2H-pyran-3-yl ] -tetrahydrofuran-2-carboxamide(hereinafter, referred to as the inventive compound 49) . Inventive compound 491 H-NMR (CDC13) delta: 9.19 (1H, s), 9.03-9.00 (1H, m) , 8.66- 8.63 (1H, m) , 8.42 (1H, d) , 8.10-8.06 (1H, m) , 7.40 (1H, dd) , 6.79 (1H, d) , 4.48 (1H, dd) , 4.14-4.08 (1H, m) , 4.00-3.95 (1H, m) , 2.42-2.32 (1H, m) , 2.19-2.10 (1H, m) , 2.02-1.91 (2H, m) .

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; SUMITOMO CHEMICAL COMPANY, LIMITED; ARIMORI, Sadayuki; SHUTO, Akira; MIZUNO, Hajime; WO2011/49150; (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.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Tert-butyl(4-(2-chloro-5-iodobenzyl)phenoxy)dimethylsilane (1 .0 Kg), tetrahydrofuran (6.0 L) and (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl) tetrahydro-2H-pyran-2-one (1 .221 Kg) were charged into a 20 L flask under Nitrogen atmosphere. Toluene (6.0 L) was charged into the flask and the resulted mixture was cooled to -80 C. n-Butyl Lithium in hexane (1 .6M, 2.8 Kg) was added slowly over a period of 3 hours at -80 C. The reaction mixture was maintained for 1 hour at -80 C. A solution of methanesulfonic acid (1 .46 Kg of methanesulfonic acid in 9.0 L of methanol) was added to the reaction mass at -70 C. The reaction mass was heated to -10 C and stirred for 30 minutes and heated to 30 C and stirred for 12 hours at 30 C. The reaction mass was cooled to 5 C and sodium bicarbonate solution (2.0 Kg of sodium bicarbonate in 23 L of water) was added slowly. The reaction mass was stirred for 30 minutes at 30 C. The reaction mass was washed with Toluene (6.0 Lx 3) and the reaction mass was concentrated under vacuum until 20 volumes remains in the flask. The reaction mass was extracted with ethylacetate (10.0 Lx5) and the ethylacetate layer was washed with water (3.0 L). The ethylacetate layer was charged into a 100 L reactor and concentrated under vacuum to 3 volumes remained in the reactor. The concentrated ethylacetate layer was stripped off with acetonitrile (3.0 Lx 3) then dichloromethane (7.0 L) and acetonitrile (1 .2 L) were charged into the reactor and the reaction mass was cooled to -30 C. Triethylsilane (0.57 Kg) and Borontrifluoride etherate solution (1 .307 Kg) were charged into the reactor and the reaction mass was stirred for 3 hours at -30 C. Temperature was raised to -5 C and stirred for 6 hours. A solution of sodium carbonate (2.0 Kg of sodium carbonate in 20.0 L of water) was added to the reaction mass over a period of 30 minutes at 5 C. The reaction mass was heated to 30 C and stirred for 30 minutes. The reaction mass was concentrated under vacuum until 25 volumes remained in the reactor. The mass was washed with toluene (4.0 L) and extracted with ethylacetate (8.0 Lx2 and 4.0 Lx4) and the ethylacetate layer washed with water (2.0 Lx2) The organic layer was concentrated under vacuum until 2 volumes remained in the reactor then the crude mass was stripped off with ethylacetate (3.0 l_x2) and with DMF (1 .4 L). Tosyl-THF (0.634 Kg) and DMF (0.20 L) were charged into the reactor and the resulted mass was stirred for 30 minutes at 30 C. Cesium carbonate lot 1 (0.57 Kg) was added to the reaction mass. Reaction mass was heated to 45 C and stirred for 2 hours at 45 C. Cesium carbonate lot 2 (0.57 Kg) was added to the reaction mass and the reaction mass was stirred for 2 hours. Cesium carbonate lot 3 (0.57 Kg) was added to the reaction mass the reaction mass was stirred for 20 hours at 45 C. The reaction mass was cooled to 30 C and water (4.0 L) was added to the mass and stirred for 30 minutes. Layers were separated and the aqueous layer was washed with toluene (4.0 L). The aqueous layer was concentrated at 70 C under vacuum until 1 .0 volume remained in the reactor. The concentrated mass was cooled to 30 C and water (10.0 L) and acetonitrile 1 .0 L) were charged into the reactor at 30 C and the resulted mixture was heated to 45 C and the mixture was stirred for 6 hours at 45 C. The suspension was cooled to 25 C and stirred for 7 hours at 25 C. The precipitation was filtered and the wet solid was washed with water (3.0L) and the solid was suck dried. The wet compound and DMF (1 .0 L) were charged into another reactor and the solution was heated to 45 C. Acetonitrile (1 .0 L) charged followed by water (10.0 L) into the reactor at 45 C and stirred for 6 hours. The suspension was cooled to 25 C and stirred for 6 hours. The precipitation was fileted and the wet cake was washed with water. The wet material was suck dried. The wet material was dried under vacuum at 60 C for 6 hours to yield 0.55 Kg of crystalline empagliflozin. Purity by HPLC 99%., 219823-47-9

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

Reference£º
Patent; DR. REDDY’S LABORATORIES LIMITED; CHAKKA, Ramesh; PATHIVADA, Deepika; PEDDI REDDY, Subba Reddy; IPPALAPALLI, Sandeep; CHINTADA, Krishnarao; KOYA, Ravi Teja; ORUGANTI, Srinivas; BADARLA, Venkata Krishna Rao; DONIPARTHI, Kiran Kumar; SUD, Abhishek; MADAVARAM, Sateesh; LEKKALA, Amarnath Reddy; KUNHIMON, Syam Kumar Unniaran; JAWLEKAR, Suhas; KANDAGATLA, Bhaskar; (72 pag.)WO2017/203457; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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;,
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.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