benzyl group to a mixture of 3 0 g 0 017 mol of u03b1 n t butoxycarbonyl glycine 2 7 g 0 017 mol of o benzylhydroxylamine hydrochloride and 60 ml of ch 2 cl 2 was added 3 6 ml 2 6 g 0 026 mol of triethylamine followed by 5 0 g 0 026 mol of 1 3 dimethylaminopropyl 3 ethylcarbodiimide the suspension was stirred for 16 h at room temperature under n 2 the clear mixture was evaporated and the semi solid residue was dissolved in 300 ml of etoac washed with aqueous 1n hcl solution 2 u00d7 200 ml saturated aqueous nahco 3 solution 2 u00d7 200 ml and dried over mgso 4 removal of the drying agent by filtration and evaporation of the solvent afforded 4 3 g 90 of the title compound as a clear oil r f 0 2 2 3 etoac hexane 0074 1 h nmr cdcl 3 u03b4 1 37 9h s 2 62 2h br s 4 82 2h s 5 10 1h br s 7 23 7 35 5h m 8 89 1h br s a mixture of 4 3 g of the compound of preparation 1 and 20 ml of a 4m hcl solution in dioxane was stirred for 4 hr at room temperature protected from atmospheric moisture with a cacl 2 tube at this time tlc analysis showed complete consumption of starting materials and the solvent was evaporated to give 3 2 g of o benzyl glycine hydroxamate hydrochloride as a gummy solid to a mixture of 1 35 g 6 35 mmol of.