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906131

Sigma-Aldrich

NPTC

≥95%

Synonym(s):

4-Nitrophenyl (2,2,6,6-tetramethylpiperidin-1-yl) carbonate

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About This Item

Empirical Formula (Hill Notation):
C16H22N2O5
CAS Number:
Molecular Weight:
322.36

assay

≥95%

form

solid

storage temp.

2-8°C

Application

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Joseph R Lizza et al.
Organic letters, 20(21), 6760-6764 (2018-10-24)
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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