Reacción #356836

Ecuación de reacción

benzyl(2-aminoethyl)carbamate hydrochloride

HATU

N,N-diisopropylethylamine

N-(tert-butoxycarbonyl)-L-serine

DMF

→

Benzyl(2-{[N-(tert-butoxycarbonyl)-L-seryl]amino}ethyl)carbamate

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe reaction mixture is stirred at RT for 15 h
2. 2
   OtroThe solvent is then evaporated
3. 3
   LavadoThe organic phase is washed with water
4. 4
   Secadodried over magnesium sulfate
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe crude product is purified by preparative HPLC

Procedimiento

627.4 mg (1.650 mmol) of HATU and 387.7 mg (3.0 mmol) of N,N-diisopropylethylamine are added to a solution of 307.8 mg (1.50 mmol) of N-(tert-butoxycarbonyl)-L-serine in 25 ml of anhydrous DMF. After stirring at RT for 15 min, 380.6 mg (1.650 mmol) of benzyl(2-aminoethyl)carbamate hydrochloride are added. The reaction mixture is stirred at RT for 15 h. The solvent is then evaporated and the residue is taken up in dichloromethane. The organic phase is washed with water, dried over magnesium sulfate and concentrated. The crude product is purified by preparative HPLC.

Fuente