Heterocyclic Building Blocks-Tetrahydrofuran

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

10374-51-3, (3) at room temperature,To a 500 mL four-necked flask was added 15 g of compound 3,14.4 g of TEA and 150 mL of DCM.Nitrogen replacement three times, nitrogen protection,Cooling to -30 ,16.3 g of methanesulfonyl chloride (MsCl) was slowly added to the system,Warming significantly, temperature control -40 drop.After 10 min, the drop was completed and the incubation reaction was carried out for 10 min.After returning to room temperature reaction.To the system by adding 200mL of water quenching, the system directly liquid,The aqueous phase was extracted with DCM (50 mL * 3), the organic phases were combined, dried,The water was concentrated to give a total of 27.5 g of a brown oily liquid (Compound 4).

10374-51-3 5-(Hydroxymethyl)dihydrofuran-2(3H)-one 98431, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Si Fenke Si Pharmaceutical Research And Development (Tianjin) Co., Ltd.; Yao Qingjia; Wu Simin; Xu Yangjun; (6 pag.)CN106748972; (2017); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.

Example 10: Preparation of Racemic 4-[{cis, cis-4-[(Benzyloxy)carbonyl]-2,3)3 )9,9a- hexahydro-lH-cyclopenta[b]quinolin-9-yl}(cyclopropyl)amino]-2-methyl-4-oxobutanoic acid (10); 10[00217] A solution of racemic benzyl cis, cis-9-(cyclopropylamino)-l,2,3,3a,9,9a- hexahydro-4H-cyclopenta[6]quinoline-4-carboxylate (IE) (25 mg, 0.069 mmol, 1 equiv) and 3- methyldihydrofuran-2,5-dione (0.15 mL, 1.6 mmol, 23 equiv) in dioxane (0.35 mL) was heated to 110 ¡ãC in a sealed tube. After heating for 1 h, the oil bath temperature was increased to 130 ¡ãC for 1 h. The reaction mixture was then cooled to 23 ¡ãC and partitioned between ethyl acetate and aqueous hydrochloric acid solution. The organic layer was washed with saturated aqueous sodium chloride solution, and the washed solution was dried over sodium sulfate. The dried solution was filtered, and the filtrate was concentrated. The residue was purified by flash- column chromatography (dichloromethane, grading to 10percent methanol-dichloromethane). The residue was then dissolved in DMSO (1 mL), and purified by reverse-phase HPLC (40percent acetonitrile- water, grading to 80percent acetonitrile- water, with 0.1percent trifluoroacetic acid in both the acetonitrile and water) to afford 10. [M+H]+: 477.2.

4100-80-5, The synthetic route of 4100-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; HUANG, Xianhai; BRUBAKER, Jason; PETERSON, Scott, L.; BUTCHER, John, W.; CLOSE, Joshua, T.; MARTINEZ, Michelle; MACCOSS, Rachel Nicola; JUNG, Joon, O.; SILIPHAIVANH, Phieng; ZHANG, Hongjun; ASLANIAN, Robert, G.; BIJU, Purakkattle Johny; DONG, Li; HUANG, Ying; MCCORMICK, Kevin, D.; PALANI, Anandan; SHAO, Ning; ZHOU, Wei; WO2012/174176; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.149809-43-8,((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

EXAMPLE 2PREPARATION OF BENZYL POSACONAZOLE OF FORMULA (Ila); In a clean, dry round bottomed flask 23 ml of dimethylsulfoxide and 4.74 gm of compound of formula (III) were charged at room temperature and stirred for about 15 minutes. Previously prepared NaOH solution (0.53 gm of NaOH dissolved in 3.74 ml of water) was added into the flask at about room temperature and stirred for about 30 minutes. 5 gm of compound of formula (IVa) was added to the reaction solution and stirred at about 35C to about 40C for about 12 hours. After completion of the reaction, the reaction solution was cooled to about 0C and 50 ml of water was added dropwise and stirred for about 30 minutes. The formed precipitate was filtered and washed with 80 ml of water. The solid was dried in air oven at about 45C to about 50C to yield 6.6 gm of the title compound. Purity by HPLC: 92%, 149809-43-8

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

Reference£º
Patent; GLENMARK GENERICS LIMITED; GHARPURE, Milind; KRISHNA, Vivek; SANIKOMMU, Srinivas Reddy; CHAUDHARI, Ganesh; VERDIA, Jitendra; KHAN, Mubeen Ahmed; WO2011/158248; (2011); A2;,
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138498-97-2, 2-(Tetrahydrofuran-3-yl)acetic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 8 (0.2 mmol, 1 equiv) in CH2Cl2 (2 mL) were added NEt3 (0.6 mmol, 3 equiv), N,N,N?,N?-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (HBTU, 0.26 mmol, 1.3 equiv) and the appropriate carboxylic acid (1.25 equiv). The reaction was stirred overnight and then concentrated. The crude material was purified by silica gel column chromatography using a gradient of 0-100% EtOAc/hexanes.

138498-97-2, As the paragraph descriping shows that 138498-97-2 is playing an increasingly important role.

Reference£º
Article; Amato, George S.; Manke, Amruta; Vasukuttan, Vineetha; Wiethe, Robert W.; Snyder, Rodney W.; Runyon, Scott P.; Maitra, Rangan; Bioorganic and Medicinal Chemistry; vol. 26; 15; (2018); p. 4518 – 4531;,
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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: To a stirred mixture of thiols 12a-12k (100 mmol) and K2CO3(27.64 g, 200 mmol) in DMF (120 mL) at room temperaturewas added alpha-bromobutyrolactone (10, 14.85 g, 90 mmol), andthe resulting mixture was stirred at room temperature until thecompletion of reaction as indicated by TLC analysis (typicallywithin 12 h).The reaction mixture was poured into ice-water (400 mL),and the mixture thus obtained was extracted with CH2Cl2 (3 ¡Á100 mL). The combined extracts were washed successively with10% aqueous Na2CO3 (2 ¡Á 100 mL) and 5% brine (3 ¡Á 100 mL),dried over anhydrous Na2SO4 and evaporated on a rotary evaporator to aord a residue, which was purifed by columnchromatography to yield 13a-13k after trituration withEtOAc/n-hexane if the product was a solid.

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Yuqiang; Xie, Yafei; Liu, Changying; Wang, Jianwu; Zhao, Guilong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 192; 7; (2017); p. 799 – 811;,
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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

Example 140 Methanesulfonic acid tetrahydro-furan-3-ylmethyl ester To a solution of (tetrahydro-furan-3-yl)-methanol (60 muL, 0.62 mmol) and triethylamine (174 muL, 1.25 mmol) in dichloromethane (4 mL) at 0¡ã C., methanesulfonylchloride (96 muL, 1.24 mmol) was added. The reaction was allowed to slowly warm to ambient temperature and stir overnight. Saturated sodium bicarbonate (2 mL) was added, and the mixture was stirred at ambient temperature for 30 minutes. Then the reaction was extracted with dichloromethane (3*10 mL). The organic layers were combined, dried with magnesium sulfate, filtered, and concentrated. No other purification steps were taken.

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; Genelabs Technologies, Inc.; US2009/226398; (2009); A1;,
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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 mixture of 1.93 g (7.97 mmol) of (3R)-tetrabydrofuran-3-yl 4- methylbenzenesulfonate (WO 2016/91776 A1 (16.06.2016) EVOTEC AG), 2.46 mL (15.9 mmol) of ethyl piperidine-4-carboxyiate, 39 mL of acetonitrile and 4.4 g (31.9 mmol) of K2CO3 was stirred at 70C for 24 h, then cooled to room temperature and diluted with ethyl acetate. The so obtained mixture was washed with water and this water phase was discarded. The organic layer was washed with 1 M HCI solution and this acidic water phase was alkaiified with 10% K2CO3 solution, extracted with ethyl acetate, the combined organic layers were dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography using dichloromethane : methanol = 91 :9 as eluent to yield 603 mg (27%) of the title compound. GC-MS (El) m/z 227., 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; RICHTER GEDEON NYRT.; BASKA, Ferenc; BOZO, Eva; BATA, Imre; SZONDINE KORDAS, Krisztina; VUKICS, Krisztina; (293 pag.)WO2019/116324; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53662-85-4,Methyl tetrahydrofuran-3-carboxylate,as a common compound, the synthetic route is as follows.,53662-85-4

Example 11A methyl 3-bromotetrahydrofuran-3-carboxylate 5.0 g (38.419 mmol) of methyl tetrahydrofuran-3-carboxylate (prepared analogously to: J. Org. Chem. 1996, 2690) were dissolved in 200 ml of THF and cooled to -78 C., and then 76.83 ml of a 1M solution of lithium bis(trimethylsilyl)amide in THF were added. After 30 min at -78 C., 10.26 g (57.63 mmol) of N-bromosuccinimide suspended in 50 ml of THF were added gradually. Thereafter, the mixture was left to warm up to RT overnight. The mixture was then admixed with water and extracted with ethyl acetate. The phases were separated and the aqueous phase was extracted twice more with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution and then dried over sodium sulfate, filtered and concentrated. The crude product was purified by means of chromatography on silica gel (eluent: dichloromethane). This gave 491 mg (6% of theory) of the target compound. 1H NMR (400 MHz, CDCl3): delta [ppm]=2.49 (ddd, 1H), 2.74 (ddd, 1H), 3.83 (s, 3H), 4.03-4.10 (m, 1H), 4.11-4.17 (m, 2H), 4.31 (d, 1H).

The synthetic route of 53662-85-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Ackerstaff, Jens; Griebenow, Nils; Knorr, Andreas; Wunder, Frank; Li, Volkhart Min-Jian; US2013/172372; (2013); A1;,
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1679-47-6, 3-Methyldihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To alpha-methyl-gamma-butyrolactone (130 g, 1.3 mol) was added phosphoroustribromide (101 mL, 1.13 mol) and this was then heated at reflux for 8 hours. The reaction was slowly poured onto iced water (500 mL). Dichloromethane (500 mL) was added and this was stirred overnight at ambient temperature. The layers were separated, dried over magnesium sulphate, filtered, and evaporated to dryness. The resultant yellow oil was passed through a pad of silica (3:1 hexane:ethyl acetate). This gave 18 (158.5 g, 67%) as an oil., 1679-47-6

The synthetic route of 1679-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wainwright, Philip; Maddaford, Adrian; Zhang, Xiurong; Billington, Helen; Leese, David; Glen, Rebecca; Pryde, David C.; Middleton, Donald S.; Stephenson, Peter T.; Sutton, Scott; Nucleosides, nucleotides and nucleic acids; vol. 32; 9; (2013); p. 477 – 492;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.118399-28-3,(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

4. Synthesis of intermediate 5a (0359) Exact Mass: 391.25 (0360) (0361) 5a [00127] To the solution of intermediate 4 (4.8 g, 20.4 mmol) in THF (80 mL) was added a (3.2 g, 20.4 mmol), and the solution was stirred at room temperature overnight. After completion of the reaction, the solvent was removed in vacuo to afford intermediate 5a (7.2 g, 100%) as yellow oil, which was used in the next reaction without any further purification., 118399-28-3

As the paragraph descriping shows that 118399-28-3 is playing an increasingly important role.

Reference£º
Patent; MERRIMACK PHARMACEUTICALS, INC.; DRUMMOND, Daryl, C.; GENG, Bolin; KIRPOTIN, Dmitri, B.; TIPPARAJU, Suresh, K.; KOSHKARYEV, Alexander; (125 pag.)WO2017/123616; (2017); A1;,
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