With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.104227-71-6,(S)-tert-Butyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.
REFERENTIAL EXAMPLE 195 tert-Butyl (3S,4S)-4-azido-5-oxotetrahydro-3-furanylcarbamate: 1 M Lithium bis(trimethylsilyl)amide (tetrahydrofuran solution, 8.65 ml) was added dropwise to a solution of the compound (0.87 g) obtained in Referential Example 194 in tetrahydrofuran (20 ml) at -78 C., and the mixture was stirred for 30 minutes. After a solution of p-toluenesulfonylazide (1.02 g) in tetrahydrofuran (10 ml) was then added, and the mixture was stirred for 5 minutes, trimethylchlorosilane (1.7 ml) was added, and the mixture was stirred for 2 hours while the temperature of the system was gradually raised to room temperature. The reaction mixture was diluted with diethyl ether, washed with 10% hydrochloric acid, a 5% saturated aqueous solution of sodium hydrogencarbonate and saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resultant residue was purified by column chromatagraphy on silica gel (hexane:ethyl acetate=4:1) to obtain the title compound (0.62 g). 1H-NMR (CDCl3) delta: 1.46(9H,s), 4.09(1H,dt,J=15.3, 7.6 Hz), 4.12-4.23(1H,m), 4.37-4.50(1H,m), 4.54(1H,dd,J=9.0, 7.6 Hz), 4.81-4.90(1H,m)
104227-71-6, As the paragraph descriping shows that 104227-71-6 is playing an increasingly important role.
Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem