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Updated: Jun 14, 2026

Hydrolysis of a Ni-Schiff-Base Complex Using Conditions Suitable for Retention of Acid-labile Protecting Groups
Published on: April 6, 2017
(2-Nitrophenyl)acetyl: a new, selectively removable hydroxyl protecting group
Katalin Daragics1, Péter Fügedi
1Department of Carbohydrate Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1025 Budapest, Hungary.
Abstract:
The utility of the (2-nitrophenyl)acetyl (NPAc) group for the protection of hydroxyl functions is reported. (2-Nitrophenyl)acetates are readily prepared starting from the commercially available, inexpensive (2-nitrophenyl)acetic acid, and these esters are stable under a series of common carbohydrate transformations. The NPAc group can be removed selectively using Zn and NH(4)Cl without affecting a series of common protecting groups. This new protecting group is orthogonal with the commonly used tert-butyldimethylsilyl, levulinoyl, 9-fluorenylmethoxycarbonyl, naphthylmethyl, and p-methoxybenzyl groups.
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