Day: September 24, 2020

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

The compound tetrahydrofuran-3-ol (1.8 g, 20.0 mmol) was dissolved in DCM (50 mL), cooled to 0 C and then Et3N (3.0 mL, 22.0 mmo1) was added slowly to the reaction followed by MsCl (1.7 mL, 22.0 mmo 1) and a catalytic amount of DMAP were added successively, stirred overnight at room temperature, diluted with DCM (50 mL), washed with water (30 mL ¡Á 2) and separated. The organic phase was dried over anhydrous Na 2 SO 4, Concentration under reduced pressure gave the crude product as a light yellow oil (3.0 g, 90%) which was used directly in the next reaction without further purification.The compound 4-iodo-1H-pyrazole (776 mg, 4.0 mmol) was dissolved in dry DMF (50 mL), cooled to 0 C and then NaH (240 mg, 8.0 mmo 1, 80% NaH / mineral oil) was added and stirring was continued for 1 hour at 0 C. Then a solution of the oil obtained in the previous step (731 mg, 4.4 mmol) in DMF (10 mL) was added dropwise. The reaction was heated to 100 C. and reaction 24 After cooling to room temperature, the reaction was quenched by addition of water (0.5 mL), concentrated under reduced pressure and the residue suspended in DCM (50 mL). The resulting mixture was washed with water (30 mL), separated and the organic phase dried over anhydrous Na 2 SO 4 , Concentrated under reduced pressure to give the title compound as a white solid (1.0 g, 90%).

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; (88 pag.)CN104119331; (2018); B;,
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13031-04-4, 4,4-Dimethyldihydrofuran-2,3-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

13031-04-4, General procedure: Hydrogenations of ketones at atmospheric H2-pressure wereperformed in a 50-mL three-necked glass reactor at RT and atatmospheric pressure under constant flow of molecular H2 with a volumetric flow rate of 10 mL min-1 (semi-batch hydrogenation). The third opening of the reactor was sealed with a septum which allowed for addition/removal of solutions containing modifier and ketone by the use of a syringe. The stirring rate was set to 500 rpm. Hydrogenations performed at 10 bar H2-pressure were carried out in a 60-mL Hastelloy steel jacketed-reactor connected to a multi-position valve (VICI) which allows for connecting the reactor to the hydrogen and nitrogen reservoirs, and to open it to the atmosphere.The H2-pressure was controlled with a constant pressure regulator (Brooks 5688 Series). The standard reaction temperature (298 K) in the jacket was controlled with a Haake Phoenix (Thermo) water bath. The stirring rate was set to 750 rpm. The general reaction procedure for all hydrogenations was the following: the pre-reduced catalyst (50 mg Pt/Al2O3) was transferred to the reactor und reduced again in situ in 5 ml solvent under constant H2flow for 1 h. Then, the reaction was initiated by addition of modifier and ketone premixed in 5 mL solvent. The conversion and enantioselectivity in the hydrogenation were determined by gas chromatography (GC), using an Agilent Technologies 7890A gas chromatograph equipped with a flame ionisation detector (FID). Samples were injected with a split ratio of20: 1 at an injector temperature of 250C. For GC separation, a chiral capillary column (CP-Chirasil-Dex CB, 25 m length, 0.25 mm internal diameter, 0.25 m film thickness) was used. For the analysis of KPL hydrogenations, the temperature programme started at 80C, increased to 140C at 10C min-1, increased to 180C at 20C min-1, and then held for 2 min. For the analysis of MBF hydrogenations, the temperature programme started at 120C,increased to 180C at 20C min-1, and then held for 2 min. For the analysis of TFAP hydrogenations, the temperature programmestarted at 120C, held for 1 min, increased to 130C at 1C min-1, held for 1 min, increased to 140C at 10C min-1, held for 1 min,increased to 150C at 1C min-1, held for 1 min, and then increased to 180C at 40C min-1. The FID was operated at 300C with con-stant flows of hydrogen as fuel gas (30 mL min-1) and air as oxidant(400 mL min-1). Nitrogen was used as a make-up gas (25 mL min-1)and helium as a carrier gas (constant flow: 1.623 mL min-1). The target analytes could be separated: KPL (retention time 5.84 min,elution temperature 138.4C, (S)-PL (7.38 min, 167.6C), and (R)-PL (7.51 min, 170.2C); MBF (retention time 6.09 min, elutiontemperature 145.5C, (R)-MM (7.38 min, 155.2C), and (S)-MM(7.51, 155.7C); TFAP (retention time 1.75 min, elution temperature 120.8C, (S)-PTFE (10.7 min, 130.0C), and (R)-PTFE (11.1 min,130.1C). Products were identified using enantiopure alcohol products.

As the paragraph descriping shows that 13031-04-4 is playing an increasingly important role.

Reference£º
Article; Holland, Mareike C.; Meemken, Fabian; Baiker, Alfons; Gilmour, Ryan; Journal of Molecular Catalysis A: Chemical; vol. 396; (2015); p. 335 – 345;,
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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.

1-butyl-1 H-pyrazole-4-carboxylic acid (0.34 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.35 g, 2.5 mmol), Triethylamine (0.25 g, 2.5 mmol) And 1-hydroxybenzotriazole (0.03 g, 0.25 mmol) Was added to chloroform (amylene added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.48 g, 2.5 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) -1-butyl-1 H-pyrazole-4-carboxamide (Hereinafter referred to as amide compound (51)) 0.32 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

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-diphenylmethoxymethyl isoxazole-3-carboxylic acid (0.62 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), Triethylamine (0.25 g, 2.4 mmol) And 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) Was added to chloroform (amylene added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 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, The following equationIndicated by N- (tetrahydrofuran-3-ylmethyl) -5-diphenylmethoxymethylisoxazole-3-carboxamide (Hereinafter referred to as the present amide compound (126)) 0.37 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.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

5061-21-2, General procedure: Anhydrous K2CO3 (5 equiv) was added to the solution of relevantamine (1 equiv) and tetrabutylammonium bromide (TBAB)(0.01 equiv) in the acetonitrile and the mixture was stirred at at0 C for 1.5 h. Then a solution of 3-bromodihydrofuran-2(3H)-one(8) or 3-bromo-5-methyldihydrofuran-2(3H)-one (9) (1 equiv)was added dropwise and stirring was continued for 12-48 h atroom temperature. After the reaction was completed, the precipitatewas filtered off and the filtrate was concentrated under vacuum.Obtained crude products were purified by columnchromatography. Reagents and conditions: 21.25mmol 1 (5.30g), 85mmol K2CO3 (11.75g), 0.65mmol TBAB (0.21g), 21.25mmol 8 (3.50g), 50ml MeCN, 24h; purification by column chromatography (S7); Yield 98%; yellow solid; mp 164.1-165.3C; Rf: 0.89 (S3); 1H NMR (300MHz, chloroform-d) delta ppm 2.30-2.39 (m, 2H(NCHCH2CH2)) 2.41-2.52 (m, 4H(piperidine)) 2.60-2.69 (m, 2H(piperidine)) 2.89 (dt, J=10.64, 5.45Hz, 2H(piperidine)) 3.66 (t, J=9.62Hz, 1H(NCH)) 4.16-4.25 (m, 1H(CH2CH2O)) 4.33-4.40 (m, 1H(CH2CH2O)) 7.09-7.31 (m, 10H(Ar)), ESI-MS (m/z) 334.1 [M+H]+.

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kowalczyk, Paula; Sa?at, Kinga; Hoefner, Georg C.; Guzior, Natalia; Filipek, Barbara; Wanner, Klaus T.; Kulig, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 5154 – 5167;,
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10374-51-3, 5-(Hydroxymethyl)dihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2.1 mL of trifluoromethanesulfonic acid was added to a solution of 13.8 g of 5-(hydroxymethyl)oxolane-2-one and 19.0 g of 2,4,6-tris(benzyloxy)-1,3,5-triazine in 150 mL of dioxane at a temperature of 5 C. to 10 C., and the obtained mixture was then stirred at room temperature for 5 hours. Thereafter, the reaction mixture was added to a mixture of 400 mL of ethyl acetate and 300 mL of a saturated sodium hydrogen carbonate aqueous solution. The organic layer was fractionated, and it was successively washed with 300 mL of water and 300 mL of a saturated sodium chloride aqueous solution, and was then dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure, and the obtained residue was then purified by silica gel column chromatography (ethyl acetate/hexane=2/3 to 1/1), so as to obtain 22.4 g of 5-((benzyloxy)methyl)oxolane-2-one in the form of a colorless oily product. 1H-NMR (CDCl3) delta value: 7.33-7.28 (5H, m), 4.68-4.61 (1H, m), 4.572 (1H, s), 4.566 (1H, s), 3.68 (1H, dd, J=10.8, 4.5 Hz), 3.58 (1H, dd, J=10.8, 4.2 Hz), 2.57-2.42 (2H, m), 2.35-2.06 (2H, m), 10374-51-3

The synthetic route of 10374-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FUJIFILM CORPORATION; NAKAMURA, Kouki; SHIMAMURA, Satoshi; IMOTO, Junichi; TAKAHASHI, Motomasa; WATANABE, Katsuyuki; WADA, Kenji; FUJINO, Yuuta; MATSUMOTO, Takuya; TAKAHASHI, Makoto; OKADA, Hideki; YAMANE, Takehiro; ITO, Takayuki; US2015/152131; (2015); A1;,
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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: Methyl 3- (cyclopropylmethoxy) -4- ( (tetrahydrofuran-3-yl) oxy) benzoate[1808]To N, N-dimethylformamide (40 mL) were added methyl 3- (cyclopropylmethoxy) -4-hydroxybenzoate (2.0 g, 9.00 mmol) , potassium carbonate (3.73 g, 27.00 mmol) and 3-bromotetrahydrofuran (2.72 g, 18.00 mmol) . The mixture was stirred at 60 for 4.5 hours. To the mixture was added water (40 mL) and the resulting mixture was extracted with ethyl acetate (50 mL ¡Á 3) . The combined organic layers were dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1) to give the title compound as a white solid (2.87 g, 100) .[1809]1H NMR (400 MHz, CDCl3) delta ppm 7.63 (dd, J1 8.4 Hz, J2 2.0 Hz, 1H) , 7.56 (d, J 1.9 Hz, 1H) , 6.85 (d, J 8.4 Hz, 1H) , 5.05 -5.02 (m, 1H) , 4.06 -4.00 (m, 3H) , 3.95 -3.91 (m, 1H) , 3.89 (s, 3H) , 3.88 (d, J 6.7 Hz, 2H) , 2.23 -2.19 (m, 2H) , 1.34 -1.28 (m, 1H) , 0.66 -0.61 (m, 2H) , 0.38 -0.34 (m, 2H) and MS-ESI: 293.3 [M+H]+., 19311-37-6

19311-37-6 3-Bromotetrahydrofuran 12929516, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); A1;,
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Tetrahydrofuran | (CH2)3CH2O – PubChem