Month: November 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

Example 6 N2-[4-(dimethylphosphoryl)phenyl]-N4-(tetrahydrofuran-2-yl)-5-(trifluoromethyl) pyrimidine-2,4-diamine (0413) (0414) To a solution of 4-chloro-N-[4-(dimethylphosphoryl)phenyl]-5-(trifluoromethyl)pyrimidin-2-amine (prepared as in Example 1:40 mg, 0.12 mmol) in 2 mL of ethanol was added 50 muL of triethylamine and (s)-3-aminotetrahydrofuran hydrochloride salt (14 mg, 0.12 mmol). The mixture was microwave at 120 degrees for 20 minutes. The reaction mixture was filtered through a syringe filter and purified by prep-HPLC (Waters Sunfire C18 column with ACN/water mobile phases) to yield a white solid as product (27 mg, 59% yield.) MS/ES+: m/z=401., 204512-95-8

The synthetic route of 204512-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

52079-23-9, (S)-(-)-alpha-Hydroxy-gamma-butyrolactone is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

52079-23-9, Example 2 Synthesis of (R)-2-{3-[N-(benzoxazole-2-yl)-N-(3-(4-methoxyphenoxy)propyl)aminomethyl]phenyloxy}butyrolactone (Compound (3)) In an argon atmosphere, N-(benzoxazole-2-yl)-N-(3-(4-methoxyphenoxy)propyl)-3-hydroxybenzylamine (2.0 g), (S)-2-hydroxybutyrolactone (1.0 g), and triphenylphosphine (2.6 g) were dissolved in toluene (30 mL), and a solution of di-tert-butyl azodicarboxylate (2.3 g) in toluene (10 mL) was dropwise to the solution at 0C, followed by stirring for 24 hours at 40C. Subsequently, triphenylphosphine (1.3 g) and di-tert-butyl azodicarboxylate (1.1 g) were added to the mixture at 40C, followed by stirring for 24 hours at the same temperature. The reaction mixture was returned to room temperature. Water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine. The washed mixture was dried over sodium sulfate anhydrate. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified through silica gel column chromatography (n-hexane/ethyl acetate = 1/1), to thereby yield a colorless oil (2.2 g, 92%, 98% ee). Optical purity: Measurement conditions: HPLC Column: CHIRALPAK AS Column temperature: 35C Solvent: n-hexane/EtOH = 60/40 Flow rate: 1 mL/min Retention time: 9.37 min (S-form; 6.86 min) 1H-NMR(400MHz, CDCl3) delta ppm: 2.14(quintet, J=7Hz, 2H), 2.36-2.44(m, 1H), 2.60-2.67(m, 1H), 3.71(t, J=7Hz, 2H), 3.76(s, 3H), 3.96(t, J=6Hz, 2H), 4.25-4.31(m, 1H), 4.43-4.49(m, 1H), 4.77(s, 2H), 4.89(t, J=8Hz, 1H), 6.81(s, 4H), 6.95-7.03(m, 4H), 7.17(t, J=8Hz, 1H), 7.22-7.28(m, 2H),7.37(d, J=8Hz, 1H). Example 6; Chemical yield and optical purity; Tables 1 and 2 show chemical yield and optical purity of Compound (3x) produced through the process of the present invention (Nos. 1 and 2 in Table 1), of Compound (3x) produced from sulfonate derivatives of optically active 2-hydroxybutyrolactone (Nos. 3 to 8 in Table 1), and of Compounds (5y) and (6y) produced through a process disclosed in Patent Document 1 (Table 2). As is clear from Tables 1 and 2, the process of the present invention (Nos. 1 and 2 in Table 1) is remarkably excellent in the production of an optically active butyric acid compound and a production intermediate therefor at high yield and high purity.

As the paragraph descriping shows that 52079-23-9 is playing an increasingly important role.

Reference£º
Patent; Kowa Co., Ltd.; EP1887005; (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.22929-52-8,Dihydrofuran-3(2H)-one,as a common compound, the synthetic route is as follows.

22929-52-8, EXAMPLE 1 7-Oxa-1,3-diazaspiro[4.4]nonane-2,4-dione STR8 A solution of 19.2 g of ammonium carbonate in 42 ml of ethanol and 28 ml of water is added to 10.0 g of 3-ketotetrahydrofuran. The resulting mixture is heated to 55¡ã and to it is then added, dropwise, a solution of 6.3 g of potassium cyanide in 15 ml of water. The reaction mixture is stirred at 55¡ã for 18 hrs. Thereafter the reaction mixture is evaporated in vacuo to dryness to obtain a residue. The residue is dissolved in a minimum of water and the mixture made acidic with 2 N hydrochloric acid. The first crop of the title product precipitates out on cooling and is filtered off. A second crop of the title product is obtained by concentrating the filtrate and cooling. The two combined crops are recrystallized from ethanol to give refined title product, m.p. 202¡ã-204¡ã.

22929-52-8 Dihydrofuran-3(2H)-one 529392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sandoz, Inc.; US4320135; (1982); A;,
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

00182] Step 2: To a solution of tetrahydrofuran-3-ol (92.5 g, 1.05 mol) indichloromethane (2000 mL) was added pyridinium chlorochromate (454 g, 2.10 mol) and silicon gel (500 g). The reaction mixture was heated to 40¡ãC. After 16 hours, the reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to afford the crude residue. The residue was purified via chromatography on silica gel (methanol/DCM, linear gradient) to afford dihydrofuran-3(2H)-one.

453-20-3, 453-20-3 3-Hydroxytetrahydrofuran 9960, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; CHILDERS, Kaleen Konrad; DONOFRIO, Anthony; ELLIS, John Michael; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; WO2013/52393; (2013); 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 vigorously stirring solution of a-imino ester 1 (0.5 mmol, 1 equiv) and alpha-halo ester (2c-k, 1.5 mmol, 3 equiv) in THF/DMF (1 mL) was added indium powder (1 mmol, 2 equiv). The mixture was allowed to stir vigorously at 30 C for given time. After this period, the reaction mixture was quenched with 2 mL of water and transferred to a separating funnel and extracted using ethyl acetate (315 mL). The combined organic layers were dried over anhydrous Na2SO4. Then the solvent was evaporated under vacuum. Purification of the resulting crude reaction mixture by column chromatography on silica gel (EtOAc/Hexane as eluent) gave the product 10 (see Tables 4 and 5 and Scheme 4 for individual entries).

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Aslam, Nayyar Ahmad; Babu, Srinivasarao Arulananda; Sudha, Arya Jayadev; Yasuda, Makoto; Baba, Akio; Tetrahedron; vol. 69; 32; (2013); p. 6598 – 6611;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4,97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the product of Example 1E (0.10 g, 0.23 mmol) in THF (5 mL) was added potassium tert-butoxide (0.053 g, 0.47 mmol). The mixture was stirred at ambient temperature for 20 min then (R)-(tetrahydrofuran-2-yl)methanol (Fluka, 0.023 mL, 0.23 mmol) in THF (5 mL) was added via cannula. The mixture was stirred for 1 h at ambient temperature then was quenched with saturated, aqueous NH4Cl (3 mL) and diluted with EtOAc (3 mL). The layers were separated and the aqueous layer was extracted with EtOAc (3¡Á5 mL). The combined organics were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude material was purified by column chromatography (SiO2, 50% hexanes in EtOAc to 100% EtOAc to 10% MeOH in EtOAc) to give the title compound (40 mg, 0.078 mmol, 34% yield). 1H NMR (300 MHz, CDCl3) delta ppm 1.43 (s, 9H), 1.68-1.81 (m, 2H), 1.82-1.96 (m, 4H), 1.97-2.11 (m, 2H), 3.66-3.80 (m, 3H), 3.85 (s, 3H), 3.86-3.93 (m, 1H), 3.99-4.06 (m, 1H), 4.10-4.22 (m, 2H), 4.25-4.36 (m, 2H), 4.46-4.54 (m, 1H), 6.99-7.04 (m, 1H), 7.00 (s, 1H), 7.44-7.51 (m, 1H), 7.96 (d, J=2.4 Hz, 1H); MS (DCI/NH3) m/z 510 (M+H)+

As the paragraph descriping shows that 97-99-4 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); 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.

To an ice-water cooled solution of (tetrahydrofuran-3-yl)methanol (2.0 g) in DCM (50 mL) wasadded TEA (5.5 mL) and then MsCI (2.3 mL) dropwise. The resulting mixture was warmed upslowly and stirred at RT for 2 hours. The mixture was quenched with aq. NaHCO3 solution, extracted with EA (3×100 mL). The combined organic layers were washed, dried andconcentrated to afford (tetrahydrofuran-3-yl)methyl methanesu Ifonate (3.2 g).

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEN, Weichun; IGBOKO, Ebere F; LIN, Xichen; LU, Hongfu; REN, Feng; WREN, Paul Bryan; XU, Zhongmiao; YANG, Ting; ZHU, Lingdong; WO2015/181186; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A stirred solution of 4-(2-hydroxyethyl)-morpholine (2.5mL, 20.7mmol) and Et3N (8.6mL, 62.0mmol) in anhydrous DCM (48mL) under N2 was cooled to 0¡ãC and then methanesulfonyl chloride (2.4mL, 31.0mmol) was added dropwise. The mixture was stirred at rt for 2h, filtered, the solid washed with minimal DCM and this filtrate combined with the original filtrate was evaporated under reduced pressure to give a yellow oil (10.24g) as a mixture of the desired product 2-(morpholin-4-yl)ethyl methanesulfonate and a salt (Et3NH+Cl+). This material was used without further purification. A stirred solution of 5-benzyloxyindole (600mg, 2.7mmol) in anhydrous DMF (11mL) under N2 was cooled to 0¡ãC, and then NaH (60percent by mass dispersion in mineral oil; 358mg, 9.0mmol) was added. The mixture was stirred at 0¡ãC for 10min and then at rt for 30min. The reaction mixture was cooled to 0¡ãC and a solution of 2-(morpholin-4-yl)ethyl methanesulfonate (1.13g, 5.4mmol) in anhydrous DMF (5mL) was added. The mixture was stirred at 45¡ãC for 2h, cooled to rt, diluted with EA (20mL) and quenched with sat. aq. NH4Cl (20mL) and H2O (10mL). The layers were separated and the aqueous layer extracted with EA (3¡Á20mL). The combined organics were washed with H2O (4¡Á70mL), dried over MgSO4, filtered and evaporated under reduced pressure. The crude product was purified using flash silica column chromatography (2:1PE:EA) to yield the desired 7a (690mg, 2.1mmol, 76percent) as a light brown wax (Rf 0.13, 2:1PE:EA)., 124391-75-9

As the paragraph descriping shows that 124391-75-9 is playing an increasingly important role.

Reference£º
Article; Cooper, Anna G.; MacDonald, Christa; Glass, Michelle; Hook, Sarah; Tyndall, Joel D.A.; Vernall, Andrea J.; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 770 – 789;,
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,97-99-4

Example 10A (R)-di-tert-butyl 1-((tetrahydrofuran-2-yl)methyl)hydrazine-1,2-dicarboxylate To a mixture of (R)-(tetrahydrofuran-2-yl)methanol (Fluka, 4.0 g, 39.2 mmol) and di-tert-butyl hydrazine-1,2-dicarboxylate (9.1 g, 39.2 mmol) in THF (50 mL) was added triphenylphosphine (14.4 g, 54.8 mmol) followed by (E)-di-tert-butyl diazene-1,2-dicarboxylate (12.6 g, 54.8 mmol), portionwise. This mixture was stirred at ambient temperature for 16 h then was concentrated under reduced pressure and purified by column chromatography (SiO2, 99% hex/EtOAc to 25% hex/EtOAc) to give the title compound (11.8 g, 37.3 mmol, 95% yield). MS (DCI/NH3) m/z 317 (M+H)+.

As the paragraph descriping shows that 97-99-4 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/41720; (2010); 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.

To a stirring solution of methyl 3-aza-4,4-diphenyl-but-3-enoate (23.00 g, 90 mmol) under N2 in dry DMF (25 mL) and toluene (25 mL) was added potassium tert-butoxide (10.20 g, 90 mmol) in one portion. The reaction mixture was stirred for 15min; it changed color from yellow to dark reddish-brown. Then, a solution of 3-(bromomethyl)oxolane (15 g, 90 mmol) in DMF (20 mL) and dry toluene (20 mL) was added via cannula over a period of 30 min. The reaction mixture was stirred for an additional 16 h at ambient temperature. Then, IN HC1 (100 mL) was added to the reaction mixture and it was stirred for another 30 min. The mixture was extracted with ethyl acetate (3 x 50 mL). The aqueous layer was basified with solid K2CO3 to pH 8-9, then saturated with solid NaCl and extracted with ethyl acetate (4 x 50 mL). The combined ethyl acetate extracts were dried (K2CO3X filtered and concentrated by rotary evaporation to give methyl 3-(3-oxolanyl)-2-aminopropanoate (10 g, 59.37 percent) as a brown liquid.

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; TARGACEPT, INC.; WO2006/23630; (2006); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem