Reacción #2446077

Ecuación de reacción

BOC-L-alanine

diisopropylcarbodiimide

auristatin F hydroxypropylamide

Auristatin F hydroxypropylamide

→

title compound

Rendimiento 75.0%

Auristatin F hydroxypropylamide Boc-L-Alanine

Rendimiento 75.0%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   TemperaturaThe reaction mixture was warmed to 23° C.
3. 3
   OtroPurification via preparative HPLC
4. 4
   Otrofollowed by removal of the water via lyophilization

Procedimiento

BOC-L-alanine (117.0 mg, 0.618 mmol) and DMAP (94.0 mg, 0.772 mmol) were taken up in dichloromethane and then diisopropylcarbodiimide (52.6 μL, 0.340 mmol) was added. The reaction mixture was cooled to 0° C. and stirred for 10 minutes after which auristatin F-hydroxypropylamide (124 mg, 0.154 mmol, prepared as described in Example 48) was added. The reaction mixture was warmed to 23° C. and stirred for 18 hours. Purification via preparative HPLC followed by removal of the water via lyophilization afforded the title compound as beige solid (112 mg, 75% yield).

Fuente