Reacción #1364575

Ecuación de reacción

BOC-(D)-Met-OH

HONB

THF

DCC

→

desired product

BOC-(D)-Met-Gly-OEt

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónInsoluble matters are filtered out
2. 2
   workup.ADDITION5.9 g of H-Gly-OEt·HCl salt and 5.6 ml of TEA are added to the filtrate, which
3. 3
   workup.STIRRINGis then stirred overnight at room temperature
4. 4
   workup.DISTILLATIONThe THF is distilled off
5. 5
   Extracciónthe residue is extracted with 100 ml of AcOEt
6. 6
   Lavadoby washing with water
7. 7
   Secadodrying over anhydrous sodium sulphate
8. 8
   workup.DISTILLATIONThe AcOEt is distilled off
9. 9
   Otrothe residue is crystallized with petroleum ether
10. 10
    OtroRecrystallization from AcOEt-petroleum ether

Procedimiento

In 100 ml of THF are dissolved 10.0 g of BOC-(D)-Met-OH and 7.9 g of HONB, followed by cooling at 0° C. and adding 9.0 g of DCC, and the mixture is stirred at 0° C. for 6 hours. Insoluble matters are filtered out, and 5.9 g of H-Gly-OEt·HCl salt and 5.6 ml of TEA are added to the filtrate, which is then stirred overnight at room temperature. The THF is distilled off and the residue is extracted with 100 ml of AcOEt, followed by washing with water and drying over anhydrous sodium sulphate. The AcOEt is distilled off and the residue is crystallized with petroleum ether. Recrystallization from AcOEt-petroleum ether yields 9.8 g of the desired product, m.p. 55°-56° C., Rf1 =0.70, [α]D21 +2.5° (c=0.67, DMF)

Fuente