Réaction #45281

Équation de réaction

Tributyltin hydride

Z-dehydro-Ala-OH

1-methylcyclopentanyl-bromide

AIBN

→

2-benzyloxycarbonylamino-3-(1-methyl-cyclopentyl)-propionic acid methyl ester

Rendement 38.6%

Solvants

benzene

Conditions de réaction

Traitement

1. 1
   Températureat reflux to a 500 mL of flask
2. 2
   Autrethe solvent was removed
3. 3
   Autrethe residue was purified by column chromatograph

Mode opératoire

Tributyltin hydride (37.8 g, 130 mmol) was added at reflux to a 500 mL of flask charged with benzene (200 mL) was added Z-dehydro-Ala-OH (15 g, 64 mmol), 1-methylcyclopentanyl-bromide (20.5 g) and AIBN (1.9 g). After 2 h, the solvent was removed and the residue was purified by column chromatograph to yield 2-benzyloxycarbonylamino-3-(1-methyl-cyclopentyl)-propionic acid methyl ester (7.9 g).

Source