Reacción #541620

Ecuación de reacción

2-(1,1-dimethylethyl) 7-ethyl 2,6-diazaspiro[3.4]octane-2,7-dicarboxylate

HATU

N-[(methyloxy)carbonyl]-L-valine

Hunig's base

→

title compound

Rendimiento 51.2%

2-(1,1-dimethylethyl) 7-ethyl 6-{N-[(methyloxy)carbonyl]-L-valyl}-2,6-diazaspiro[3.4]octane-2,7-dicarboxylate

Rendimiento 51.2%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe reaction was concentrated in vacuo
2. 2
   Otropurified by C18 reverse-phase chromatography
3. 3
   Lavadoeluting with 10-90% ACN/water/0.2% NH4OH

Procedimiento

To a solution of 2-(1,1-dimethylethyl) 7-ethyl 2,6-diazaspiro[3.4]octane-2,7-dicarboxylate (145) (500 mg, 1.76 mmol), HATU (735 mg, 1.93 mmol) and N-[(methyloxy)carbonyl]-L-valine (339 mg, 1.93 mmol) in anhydrous CH2Cl2 (10 mL) was added Hunig's base (0.68 mL, 3.87 mmol) and the reaction stirred at room temperature under nitrogen for 2 h. The reaction was concentrated in vacuo and purified by C18 reverse-phase chromatography eluting with 10-90% ACN/water/0.2% NH4OH to afford the title compound as an off-white solid (398 mg, 51% yield).

Fuente