Synthesis of Boc-Amino Tetrazoles Derived from α-Amino Acids

Abstract

A simple route for the synthesis of Boc-protected tetrazole analogs of amino acids starting from N ^α-Boc amino acids has been described. The [2 + 3] cycloaddition of Boc-α-amino nitrile and sodium azide in the presence of a catalytic amount of zinc bromide yielded the desired tetrazoles in good yields and purity. All the compounds obtained have been characterized by ¹H and ¹³C-NMR and mass spectral studies.

Keywords:

• Boc-Amino acids
• [2 + 3]
• cycloaddition
• nitriles
• tetrazoles

ACKNOWLEDGMENT

Authors are grateful to the Council of Scientific and Industrial Research, Government of India, for financial support.

Notes

^a ES-MS.