Category: 53662-85-4

New learning discoveries about 53662-85-4

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

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;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 53662-85-4

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

53662-85-4, Methyl tetrahydrofuran-3-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,53662-85-4

To an ice-cooled solution of methyl tetrahydrofuran-3-carboxylate (50 g, 0.385 mol) and acetonitrile (47 g, 1.154 mol) in tetrahydrofuran (500 mL) was added potassium ieri-butoxide (129 g, 1.15 mol) portion- wise. The resulting mixture was warmed to room temperature and stirred for 1 h. The reaction mixture was poured into saturated aqueous ammonium chloride solution (1 L) and extracted with ethyl acetate (3 x 400 mL). The collected organic layers were washed with saturated aqueous sodium chloride solution (400 mL), dried over sodium sulfate, and concentrated in vacuo to afford product (41 g, crude, 76.6% yield).

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; LIU, Wen; PATEL, Snahel; SIU, Michael; WO2014/111496; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 53662-85-4

As the paragraph descriping shows that 53662-85-4 is playing an increasingly important role.

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.

Intermediate 4: 3-Oxo-3-(tetrahydro-furan-3-yl)-propionic acid ethyl ester To a solution of lithium bis(trimethylsilyl)amide (1 M in hexanes; 100 mL) in THF (200 mL) at -78 C. was added dry ethyl acetate (10.8 g, 12 mL, 122.5 mmol) dropwise. After 30 min at -78 C., the mixture was treated with a solution of tetrahydro-furan-3-carboxylic acid methyl ester (6.0 g, 46.1 mmol) in THF (50 mL). After 4 h at -78 C., the reaction was quenched with satd. aq. NH4Cl, warmed to rt, and extracted with EtOAc (5*75 mL). The combined organic layers were washed with satd. aq. NaCl, dried, and concentrated to give a colorless oil. Chromatography on SiO2 (EtOAc/CH2Cl2) afforded the title compound (3.3 g).

As the paragraph descriping shows that 53662-85-4 is playing an increasingly important role.

Reference£º
Patent; Cai, Hui; Chavez, Frank; Edwards, James P.; Fitzgerald, Anne E.; Liu, Jing; Mani, Neelakandha S.; Neff, Danielle K.; Rizzolio, Michele C.; Savall, Brad M.; Smith, Deborah M.; Venable, Jennifer D.; Wei, Jianmei; Wolin, Ronald L.; US2008/194577; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem