Category: 21461-84-7

Some tips on 21461-84-7

As the paragraph descriping shows that 21461-84-7 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.21461-84-7,(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic Acid,as a common compound, the synthetic route is as follows.

To a mixture of(2S)-5-oxotetrahydrofuran-2-carboxylic acid (1.00 kg, 7.69 mol) in DCM (10.00 L) and DMF (1OMO mL) was added (COd)2 (2.93 kg, 23.06 mol) dropwise slowly at 0C under N2. The reaction was stirred at 0 C for 30 minutes, then heated to 25 C and stirred for additional 2 hours, After the reaction was completed, the mixture was concentrated in vacuo at 40 C to afford 1.0 kg of (28)-5-oxotetrahydrofuran-2-carbonyl chloride as a yellow oil whichwas used for the next step directly., 21461-84-7

As the paragraph descriping shows that 21461-84-7 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; WANG, Baoxia; WANG, Lisha; YUN, Hongying; ZHENG, Xiufang; (78 pag.)WO2016/180743; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 21461-84-7

Big data shows that 21461-84-7 is playing an increasingly important role.

21461-84-7, (S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic Acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70.0 g (0.538 mol) of compound 1A is dissolved in 315 ml of CH2Cl2. The solution is cooled and kept at 3C under N2 atmosphere. 170.7 g (1.345 mol) of oxalyl chloride is slowly added afterwards 0.80 ml of DMF is carefully added to the solution. After completion of the addition, the mixture is warmed to room temperature and stirred for 2h. Then, the solvent is evaporated under reduced pressure. The remaining material is dissolved in 15 ml of CH2Cl2 and the solvent is evaporated once again. 69.2 g (0.646 mol) of 2,6-lutidine and 79.8 g (1.076 mol) of t-BuOH are dissolved in 350 ml of CH2Cl2. The mixture is cooled to 3C. Then a solution of acyl chloride previously synthesized in 50 ml of CH2Cl2 is added dropwise over a period of 10 min. At the end of the addition, the mixture is warmed to room temperature and stirred for 12 h. Solvent is evaporated. The remaining oil is dissolved in 500 ml of ethyl acetate and purified on Silica plug (around 2L of ethyl acetate). The solution is concentrated and treated with charcoal during 30 min. After filtration on celite, the solvent is evaporated under reduced pressure to obtain a yellow solution which is kept for recrystallization to obtain compound 2A as pale yellow powder., 21461-84-7

Big data shows that 21461-84-7 is playing an increasingly important role.

Reference£º
Patent; OctreoPharm Schiences GmbH; Chematech; Boschetti, Frederic, Dr.; Bouterfa, Hakim, Dr.; Kaufmann, Jens, Dr.; (18 pag.)EP3015462; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 21461-84-7

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21461-84-7,(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic Acid,as a common compound, the synthetic route is as follows.

To a solution of 34 (1.09 g, 2.98 mmol) in dry THF (6 mL) was added a 1.5 M MeOH solution of hydrazine (6 mL). The resulting mixture was stirred at 55 C for 4 h and then poured into water and extracted with Et2O. The organic layer was washed with brine, dried (MgSO4), and concentrated to give a crude amine as a pale yellow oil. To another solution of 23 (412 mg, 3.17 mmol) and one drop of DMF in CH2Cl2 (8 mL) cooled in an ice-water bath was added slowly oxalyl chloride (0.32 mL, 3.73 mmol). The resulting mixture was stirred at rt for 2 h and then directly concentrated to give a liquid residue. This liquid was dissolved in THF (5 mL), cooled in a dry ice-acetone bath followed by the addition of Et3N (0.60 mL, 4.3 mmol) and a solution of the crude amine prepared above in THF (1 mL). The resulting mixture was stirred at rt overnight and then poured into water and extracted with CH2Cl2. The organic layer was dried (MgSO4), concentrated, and chromatographed on silica gel (hexane/EtOAc, 3:7) to give 675 mg (65%) of 36 as a yellow solid.

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Reference£º
Article; Chen, Ming-Jen; Tsai, Yeun-Min; Tetrahedron; vol. 67; 8; (2011); p. 1564 – 1574;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem