反应详情

温度

0 °C

To t-butyl (1R)-2-(benzyloxy)-1-(hydroxymethyl)ethylcarbamate (3.23 g) obtained in Step 1 were added dichloromethane (40 ml), methanesulfonyl chloride (1.07 ml) and triethylamine (3.20 ml), and the mixture was stirred at 0° C. for 3 hrs. The reaction mixture was diluted with dichloromethane and, after washing with water, the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated to give a crude product. To this crude product were added dimethylformamide (30 ml) and lithium chloride (2.4 g), and the mixture was stirred overnight at 40° C. The solvent was evaporated, and the residue was diluted with ethyl acetate and washed with water. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated to give a crude product. To this crude product were added dimethylformamide (20 ml), potassium carbonate (2.4 g) and m-cresol (1.47 ml), and the mixture was stirred overnight at 90° C. The mixture was diluted with ethyl acetate and, after washing with water, the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained crude product was purified by silica gel chromatography (ethyl acetate-hexane) to give t-butyl (1S)-2-(benzyloxy)-1-[(3-methylphenoxy)methyl]ethylcarbamate (1.5 g).

1. washafter washing with water
2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
3. customThe solvent was evaporated
4. customto give a crude product
5. stirringthe mixture was stirred overnight at 40° C
6. customThe solvent was evaporated
7. additionthe residue was diluted with ethyl acetate
8. washwashed with water
9. dry with materialThe organic layer was dried over anhydrous sodium sulfate
10. customthe solvent was evaporated
11. customto give a crude product
12. stirringthe mixture was stirred overnight at 90° C
13. washafter washing with water
14. dry with materialthe organic layer was dried over anhydrous sodium sulfate
15. customThe solvent was evaporated
16. customthe obtained crude product
17. customwas purified by silica gel chromatography (ethyl acetate-hexane)