Analyzing the synthesis route of 87219-29-2

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

87219-29-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87219-29-2,(S)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

REFERENTIAL EXAMPLE 194 tert-Butyl (3S)-5-oxotetrahydro-3-furanylcarbamate: di-tert-Butyl dicarbonate (4.1 g) and 10% palladium on carbon (0.4 g) were added to a solution of benzyl (3S)-(-)-tetrahydro-5-oxo-3-furanylcarbamate (3.3 g) in tetrahydrofuran (20 ml), and the mixture was stirred for a day in a hydrogen atmosphere. After insoluble matter was filtered through Celite pad, the filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to obtain the title compound (1.5 g). 1H-NMR (CDCl3) delta: 1.45(9H,s), 2.45(1H,dd,J=17.8, 2.7 Hz), 2.86(1H,dd,J=17.8, 7.3 Hz), 4.12-4.23(1H,m), 4.54-4.62(2H,m), 4.85-4.95(1H,m).

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 87219-29-2

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

87219-29-2, (S)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

87219-29-2, To a solution of (3S)-(-)-tetrahydro-5-oxo-3-furanylcarbamic acid benzyl ester (3.3 g) in tetrahydrofuran (20 mL) were added di-tert-butyl dicarbonate (4.1 g) and 10% palladium on carbon (0.4 g), followed by stirring for 1 day under hydrogen atmosphere. Any insoluble matter was removed by filtration through a Celite pad, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane : ethyl acetate = 4:1), to thereby give the title compound (1.5 g).1H-NMR(CDCl3) delta:1.45(9H, s), 2.45(1H, dd, J=17.8, 2.7Hz), 2.86(1H, dd, J=17.8, 7.3Hz), 4.12-4.23(1H, m), 4.54-4.62(2H, m), 4.85-4.95(1H, m).

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1577301; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 87219-29-2

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

87219-29-2, (S)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

87219-29-2, In a 500 ml round-bottomed flask phenylmethyl [(3S)-5-oxotetrahydro-3-furanyl]carbamate (4.3 g, 18.28 mmol, available from Sigma -Aldrich No. 419249) was dissolved in water (100 ml) and acetone (100 ml) and to this solution CS2CO3 (10.72 g, 32.9 mmol) was added and the reaction left under stirring at room temperature for 5 hours. The solution was then transferred into a separatory funnel and washed with EtOAc (2 x 50 ml). The aqueous phase was then acidified to pH = 2 by the addition of a 2 M HCl aqueous solution and then extracted with EtOAc (5 x 100 mis). The organic phase was dried (Na2SO4) and solvent removed under reduced pressure to give the title compound Dl (3.78 g) as a white solid. MS: (ES/+) m/z: 254 (M+l). C12H15NO5 requires 253. 1H NMR (400 MHz, DMSO-J6) delta (ppm): 12.11 (bs, 1 H), 7.41-7.07 (m, 5 H), 5.17-4.92 (m, 2 H), 3.95-3.62 (m, 1 H), 3.42- 3.22 (m, 2 H), 2.55-2.40 (m, 1 H), 2.34-2.23 (m, 1 H)

The synthetic route of 87219-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; ALVARO, Giuseppe; AMANTINI, David; CASTIGLIONI, Emiliano; DI FABIO, Romano; PAVONE, Francesca; WO2010/63662; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem