Reacción #1994313

Ecuación de reacción

DIPEA

Boc-Arg-OH

NH(CH2Ph)2

PyCloP

→

Boc-Arg-N(CH2Ph)2

Disolventes

DMF

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGThe solution was stirred for 1 h at room temperature
3. 3
   OtroThe reaction mixture was evaporated
4. 4
   workup.DISSOLUTIONredissolved in ethyl acetate
5. 5
   Lavadowashed with citric acid, sodium bicarbonate and brine
6. 6
   OtroThe solvent was removed under vacuum

Procedimiento

A solution of Boc-Arg-OH(1 eq), NH(CH2Ph)2 (1.1 eq) and PyCloP (1 eq) in dry DCM (filtered through alumina) (2 ml) and DMF (1 ml). The solution was cooled on ice and DIPEA (2 eq) was added under stirring. The solution was stirred for 1 h at room temperature. The reaction mixture was evaporated, and redissolved in ethyl acetate and washed with citric acid, sodium bicarbonate and brine. The solvent was removed under vacuum and the Boc protecting group of the resulting peptide was deprotected in the dark using 95% TFA.

Fuente