5-(2',6'-Dichlorobenzyloxy)-4-hydroxy-3-nitropentanoic acid t-butyl ester → 3-amino-5-(2',6'-dichlorobenzyloxy)-4-hydroxypentanoic Acid T-Butyl Ester

Participants

Reaction Steps

A mixture of 5-(2′,6′-dichlorobenzyloxy)-4-hydroxy-3-nitropentanoic acid t-butyl ester (2.213 g, 0.0056 mol) and wet Raney nickel (3.4 g) in methanol (150 mL) was stirred for 2 hours under a hydrogen balloon at room temperature. The reaction mixture was filtered through Celite and the filter cake was washed with methanol. The filtrate was concentrated and chased with methylene chloride to give the title product (2.078 g, 100%). TLC: (methanol/methylene chloride 1/9): Rf=0.21.

Provenance & Evidence