N-Hydroxy compounds such as 1-hydroxybenzotriazole hydrate (HOBt) or 1-hydroxy-7-azabenzotriazole (HOAt) have traditionally been used in amide coupling reactions to suppress side reactions and minimise racemisation, the latter challenge being a key one in peptide synthesis. However, racemisation can still be an issue with either additive.
A recent change in the UN classification of HOBt resulting in more restrictive shipping regulations has led to interest in the lesser known alternative, 2-hydroxypyridine-N-oxide (HOPO).
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