167398
tert-Butyl carbamate
98%
Synonym(s):
Boc-amide
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About This Item
Linear Formula:
NH2COOC(CH3)3
CAS Number:
Molecular Weight:
117.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
224-209-3
Beilstein/REAXYS Number:
1744500
MDL number:
Product Name
tert-Butyl carbamate, 98%
InChI key
LFKDJXLFVYVEFG-UHFFFAOYSA-N
InChI
1S/C5H11NO2/c1-5(2,3)8-4(6)7/h1-3H3,(H2,6,7)
SMILES string
CC(C)(C)OC(N)=O
assay
98%
form
solid
mp
105-108 °C (lit.)
functional group
amine
Quality Level
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Application
tert-Butyl carbamate was used in palladium-catalyzed synthesis of N-Boc-protected anilines. It was used in the synthesis of tetrasubstituted pyrroles, functionalized with ester or ketone groups at C-3 position.
General description
Palladium-catalyzed cross-coupling reaction of tert-butyl carbamate with various aryl(Het) halides with Cs2CO3 as base in 1,4-dioxane (solvent) has been investigated.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Maximilian Tromayer et al.
Polymer chemistry, 8(2), 451-460 (2017-03-07)
The possibility of the direct encapsulation of living cells
Pd-catalyzed amidation of aryl (Het) halides with< i> tert</i>-butyl carbamate.
Qin L, et al.
Tetrahedron Letters, 51(33), 4446-4448 (2010)
Swapna Bhagwanth et al.
The Journal of organic chemistry, 74(12), 4634-4637 (2009-06-13)
The scope of Pd-catalyzed synthesis of N-Boc-protected anilines from aryl bromides and commercially available tert-butyl carbamate is described. For the first time, this process can be conducted at room temperature (17-22 degrees C) using a combination of Pd(2)dba(3).CHCl(3) and a
One-Pot Three-Component Synthesis of Tetrasubstituted NH Pyrroles from Secondary Propargylic Alcohols, 1, 3-Dicarbonyl Compounds and tert-Butyl Carbamate.
Cadierno V, et al.
Journal of Heterocyclic Chemistry, 47(1), 233-236 (2010)
Tetsuo Cai et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 39(43), 8600-8610 (2019-09-19)
γ-Secretase is an intramembrane-cleaving protease that generates the toxic species of the amyloid-β peptide (Aβ) that is responsible for the pathology of Alzheimer disease. The catalytic subunit of γ-secretase is presenilin 1 (PS1), which is a polytopic membrane protein with
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