Reacción #529079

Ecuación de reacción

hydrochloric acid

2-hydroxypyridine

t-butylpentachlorophenyl carbonate

L-proline

lithium

→

t-butyloxycarbonyl-L-proline

Rendimiento 79.0%

Disolventes

dimethylformamide

chloroform

water

water

chloroform

sodium hydroxide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGAfter shaking
2. 2
   Extracciónextracted with 200 ml

Procedimiento

11.5 g. of L-proline is dissolved in 4N sodium hydroxide, and 100 ml. of dimethylformamide, 50 ml. of chloroform, 10.1 g. of the lithium salt of 2-hydroxypyridine and 36.6 g. of t-butylpentachlorophenyl carbonate are added thereto. The solution is stirred at room temperature for three hours, after which 100 ml. of chloroform and 200 ml. of water are added. After shaking, the water layer is acidified to a pH of 2 with 1N hydrochloric acid, and extracted with 200 ml. of ethyl acetate. The product is worked up as previously described to give t-butyloxycarbonyl-L-proline in 79 percent yield, m.p. 137° C.

Fuente