Reacción #1364592

Ecuación de reacción

hydrogen peroxide

BOC-(D)-Met-OH

→

crystals

BOC-(D)-Met(O)-OH

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture is stirred for one hour
2. 2
   FiltraciónPalladium black is filtered off
3. 3
   workup.DISTILLATIONacetonitrile is distilled off
4. 4
   ExtracciónThe residue is extracted with 300 ml of n-butanol
5. 5
   LavadoThe n-butanol layer is washed with aqueous solution of NaCl
6. 6
   workup.DISTILLATIONn-butanol is distilled off
7. 7
   OtroThe residue is recrystallized from diethyl ether and, then,AcOEt-diethyl ether

Procedimiento

In 200 ml of acetonitrile is dissolved 37 g of BOC-(D)-Met-OH, followed by adding 19 ml of a 30% aqueous solution of hydrogen peroxide, and the mixture is stirred for 8 hours at room temperature. Palladium black is added to the reaction mixture, and then the mixture is stirred for one hour. Palladium black is filtered off, and then acetonitrile is distilled off. The residue is extracted with 300 ml of n-butanol. The n-butanol layer is washed with aqueous solution of NaCl, and then n-butanol is distilled off. The residue is recrystallized from diethyl ether and, then,AcOEt-diethyl ether to give 32 g of crystals, m.p. 125°-126° C., [α]D23 +7.2° (C=0.5, DMF), Rf1 =0.27.

Fuente