Reacción #524512

Ecuación de reacción

sodium hydroxide

D-alanine

benzyloxycarbonyl chloride

D-alanine

sodium hydroxide

sodium hydroxide

→

Nα-Benzyloxycarbonyl-D-alanine

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled in ice
2. 2
   Temperaturawith cooling
3. 3
   Extracciónis worked up by extraction with ether and acidification of the aqueous solution
4. 4
   Otrois collected
5. 5
   Otrodried

Procedimiento

D-alanine is reacted (12.5 g., 0.14 mol) with 26 g., 0.14 mol + 2 g. excess. of benzyloxycarbonyl chloride and 0.28 mol of sodium hydroxide. The D-alanine is dissolved in one equivalent of sodium hydroxide solution, cooled in ice, and treated slowly with the acid chloride and the second equivalent of sodium hydroxide while maintaining pH 10-12. The reaction is stirred for an additional hour with cooling and is worked up by extraction with ether and acidification of the aqueous solution. A precipitate soon solidifies and is collected and dried; 23.5 g.; m.p. 82°-85° C.

Fuente