反应详情

温度

-30 °C

Boc-Nal-CH2OTs. N-t-butyloxycarbonylnaphthylalaninol (3.71 g; 12.3 mmol) was dissolved in pyridine (15 ml) and the solution was cooled to -30° C. Tosyl chloride (2.36 g; 12.4 mmol) was added and the mixture was stirred to clearness at -30° C. and then put into the refrigerator overnight. Pyridine was removed in vacuo and the product was extracted with ether (4×30 ml). The organic layer was washed with 1N HCl (2×30 ml), H2O (1×30 ml), NaHCO3 5% (2×30 ml) and saturated NaCl (1×30 ml), then dried over Na2SO4, filtered and stripped to leave an oily residue which was crystallized from AcOEt/hexane (4.6 g; 82% yield).

1. customput into the refrigerator overnight
2. customPyridine was removed in vacuo
3. extractionthe product was extracted with ether (4×30 ml)
4. washThe organic layer was washed with 1N HCl (2×30 ml), H2O (1×30 ml), NaHCO3 5% (2×30 ml) and saturated NaCl (1×30 ml)
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. customto leave an oily residue which