NPTC is a reagent developed in the Wipf lab to install a Tempoc protecting group. The Tempoc group is useful for protecting primary, secondary, and heterocyclic amines and is complimentary to both Boc and Cbz protecting groups. Tempoc deprotection can be performed under mild reductive conditions with in situ generated Cu(I) species or by thermolysis at 135 °C.
The 2,2,6,6-tetramethylpiperidin-1-yloxycarbonyl (Tempoc) protecting group is readily introduced by the reaction of amines with a new acyl transfer reagent, 4-nitrophenyl (2,2,6,6-tetramethylpiperidin-1-yl) carbonate (NPTC). Tempoc has a reactivity profile that complements the commonly used t-butyloxycarbonyl (Boc) and benzyloxycarbonyl (Cbz) protecting groups.
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