Novel preparation of (2-azidomethyl)benzoic acid and an application as a protective group

Article abstract of DOI:10.1081/SCC-120014042

A novel preparation method of 2-(azidomethyl)benzoic acid, a precursor of (2-azidomethyl)benzoyl (AZMB) protective group, was developed which can provide pure sample in gram scale without chromatographic purifications. Reductive cleavage using triphenylphosphine was found to be effective in the case of sterically hindered ester that resists under basic hydrolysis.