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An efficient synthesis of a class of heterobifunctional photo-reactive crosslinkers, labels, and probes

✍ Scribed by Kyle W Gano; Harold G Monbouquette; David C Myles

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
89 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Aryl esters are selectively reduced with DIBAL-H in the presence of an azide functional group to provide access to 4-azido-2-alkoxybenzaldehydes in five steps with overall yields ranging from 72 to 78%. This methodology improves traditional approaches to this class of compounds, which suffer from poor overall yields (4-11%). Our approach can be used to synthesize a variety of new aryl azide cross-linkers, labels, and probes.

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