Reacción #1994225

Ecuación de reacción

HCl

Rotigotine HCl

Boc-Glycine-OH

DCC

→

Boc-Gly Rotigotine

Disolventes

diethyl ether

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto give a suspension
2. 2
   FiltraciónThe mixture was filtered
3. 3
   Filtraciónusing filter paper
4. 4
   OtroThe layers were separated
5. 5
   Extracciónthe aqueous phase was extracted with 7 mL of dichloromethane
6. 6
   LavadoThe combined organic phases were washed with water
7. 7
   Secadowith brine, dried over Na2SO4
8. 8
   Filtraciónfiltered
9. 9
   Concentraciónconcentrated
10. 10
    Otroa rotary evaporator
11. 11
    Otrodried in vacuo
12. 12
    Otroto give a crude pale yellow solid
13. 13
    Filtraciónfiltered on a glass frit
14. 14
    Lavadowashed with diethyl ether
15. 15
    Otrodried in vacuo

Procedimiento

Rotigotine HCl (1.2 g, 3.41 mmol) and Boc-Glycine-OH (1.195 g, 6.82 mmol) were dissolved in dichloromethane (150 ml) to give a suspension. After addition of DMAP (0.625 g, 5.11 mmol) and DCC (1.407 g, 6.82 mmol), the mixture was stirred for 16 hours at room temperature. The mixture was filtered using filter paper and the filtrate was quenched with 51 mL of 0.1 N HCl (5.11 mmol). The layers were separated and the aqueous phase was extracted with 7 mL of dichloromethane. The combined organic phases were washed with water and then with brine, dried over Na2SO4, filtered, concentrated using a rotary evaporator, and dried in vacuo to give a crude pale yellow solid. The crude material was stirred with diethyl ether (50 mL) for 30 minutes, filtered on a glass frit, washed with diethyl ether, and dried in vacuo to give a pale yellow powder Boc-Gly-Rotigotine.HCl (1.258 g, 75% yield).

Fuente