Methanol → HCID 70232834, compound

Participants

Reaction Steps

A solution of 0.705 g of 2(R)-[1(R)-(tert-butoxycarbonyl)-2-phthalimidoethyl]-2′-(methanesulphonyl)-4-methyl-2′-phenylvalerohydrazide in 15 ml of methanol was treated with 0.51 ml of hydrazine hydrate. The mixture was stirred under nitrogen overnight and then evaporated. The residue was stirred with 25 ml of dichloromethane/methanol/acetic acid/water (120:15:3:2). After 2 hours the precipitated solid was removed by filtration and the filtrate was evaporated. The residue was purified by chromatography on Kieselgel 60 using dichlormethane/methanol/acetic acid/water (240:24:3:2) for the elution. Fractions containing the amine product were combined and evaporated, and the residue was dissolved in 30 ml of dichloromethane and washed with three 10 ml portions of saturated sodium hydrogen carbonate solution. After drying over anhydrous magnesium sulphate the solution was evaporated to give 0.42 g of 2(R)-[2-amino-1(R)-(tert-butoxycarbonyl)ethyl]-2′-(methanesulphonyl)-4methyl-4-methyl-2′-phenylvalerohydrazide in the form of a pale yellow foam.

Provenance & Evidence