(Z)-Methyl 2-(benzyloxycarbonylamino)-3-(4-(tert-butoxycarbonylamino)pyridin-3-yl)acrylate → Methyl 2-(benzyloxycarbonylamino)-3-(4-(tert-butoxycarbonyl amino)pyridin-3-yl)propanoate

Participants

Reaction Steps

A suspension of 1B (1 g, 2.33 mmol) and platinium 5% wt on activated carbon (600 mg) in THF (30 mL) and MeOH (30 mL) was stirred at RT under H2 at 75 psi for 2 days. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by silica gel (40 g) column chromatography eluting with a gradient of methanol (0-6%) in EtOAc/hexane (1:1) to give the title compound as a white foam (360 mg, 36%). LC/MS (method A): retention time=2.77 min, (M+H)+=430.

Provenance & Evidence