Synthetic communications

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

H Matsuda, M Hashimoto, T Okuno

Index: Matsuda, Hiroko; Hashimoto, Masaru; Okuno, Toshikatsu Synthetic Communications, 2002 , vol. 32, # 21 p. 3347 - 3355

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Citation Number: 4

Abstract

ABSTRACT 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.

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