Reacción #40285

Ecuación de reacción

Water

N-Boc-β-alanine

3-tert-Butoxycarbonylamino-propionic Acid

propargyl amine

Diisopropyl-carbodiimide

→

N-Boc-β-alanine Propargyl Amide

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe product was extracted into EtOAc (3×30 mL)
2. 2
   SecadoThe combined EtOAc was dried (Na2SO4)
3. 3
   Otroevaporated
4. 4
   OtroThe crude product was purified by silica column chromatography
5. 5
   Lavadoeluting with EtOAc

Procedimiento

N-Boc-β-alanine (1a) (1.05 g, 5.5 mmol) and propargyl amine (0.90 g, 16.5 mmol) were dissolved in THF (10 mL). Diisopropyl-carbodiimide (DIC, 695 g, 5.5 mmol) was added and the reaction mixture was stirred for 16 h at room temperature. Water was added (20 mL) and the product was extracted into EtOAc (3×30 mL). The combined EtOAc was dried (Na2SO4) and evaporated. The crude product was purified by silica column chromatography eluting with EtOAc:Heptane gradient (2:3)-(3:2.5) (v/v). Product yield 0.925 g, 74%.

Fuente