In this experiment, adamantane formic acid (1) was used as the starting material, and di-Me 1-adamantane formate (1-ada-mantane carbonyl) malonate was successfully synthesized by the reaction of thionyl chloride and di-Et malonate.Then adamantane Me ketone (2) was synthesized by hydrolysis, decarboxylation and potassium permanganate oxidation, and then 2-(3-hydroxy-1-adamantane)-2 was oxidized step by step.2-(3-hydroxy-1-adamantane)-2-acetaldehyde oxime acid (4) obtained by reacting 2-(3-hydroxy-1-adamantyl)-2-carbonyl acetic acid with hydroxylamine hydrochloride (3), then reducing 2-(3-hydroxy-1-adamantane)-2-acetaldehyde oxime acid with Ni-aluminum alloy to obtain 3-hydroxy-1-adamantylglycine.Then amino-tert-butylcarbonyloxy-3-hydroxy-1-adamantyl-glycine (5) was conserved with BOC anhydride.A new method for the synthesis of N-tert-butoxycarbonyl-3-hydroxy-1-adamantyl glycine, an important intermediate of DPP-IV inhibitor saxagliptin, and its chiral resolution were explored through consulting relevant literature.The new compound 2-(3-hydroxy-1-adamantyl)-2-glyoxylic acid oxime (4) was obtained.The total yield calculated from adamantanecarboxylic acid (1) was up to 36%.The raw materials used in this exptl. method were cheap and readily available, with mild reaction conditions, simple operation and high yield.It was suitable for industrial production