Synthesis of Novel Pyran β-Amino Acid and 5,6-Dihydro-2H-pyran β-aminoxy Acid from Carbohydrate Derivatives

<div><p></p><p>Synthesis of two new amino acids, containing pyran rings, is reported from carbohydrate derivatives. The <i>cis</i>-3-amino-pyran-2-carboxylic acid (<i>cis</i>-APyC) was prepared from (<i>R</i>)-glyceraldehyde derivative, using nucleophilic substitution reaction for pyran ring formation. Similarly, the <i>trans</i>-3-aminoxy-5,6-dihydro-2H-pyran-2-carboxylic acid (<i>trans</i>-AmPyC) was prepared from diacetone glucose (DAG), using ring closing metathesis (RCM) reaction for the ring formation.</p>