Reacción #541614

Ecuación de reacción

8-(1,1-dimethylethyl) 3-ethyl 2,8-diazaspiro[4.5]decane-3,8-dicarboxylate

HATU

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

Hunig's base

→

title compound

Rendimiento 55.5%

8-(1,1-dimethylethyl) 3-ethyl 2-{N-[(methyloxy)carbonyl]-L-valyl}-2,8-diazaspiro[4.5]decane-3,8-dicarboxylate

Rendimiento 55.5%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe reaction was concentrated in vacuo
2. 2
   Otropurified by silica gel chromatography
3. 3
   Lavadoeluting with 15-80% hexanes/EtOAc

Procedimiento

To a solution of 8-(1,1-dimethylethyl) 3-ethyl 2,8-diazaspiro[4.5]decane-3,8-dicarboxylate (131) (150 mg, 0.48 mmol), HATU (183 mg, 0.48 mmol) and N-[(methyloxy)carbonyl]-L-valine (93 mg, 0.53 mmol) in anhydrous CH2Cl2 (4 mL) was added Hunig's base (0.17 mL, 0.96 mmol) and the reaction stirred at room temperature under nitrogen for 2 h. The reaction was concentrated in vacuo and purified by silica gel chromatography eluting with 15-80% hexanes/EtOAc to afford the title compound as a pale yellow oil (125 mg, 55% yield).

Fuente