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Safety Information

167398

Sigma-Aldrich

tert-Butyl carbamate

98%

Synonym(s):

Boc-amide

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About This Item

Linear Formula:
NH2COOC(CH3)3
CAS Number:
4248-19-5
Molecular Weight:
117.15
Beilstein:
1744500
EC Number:
224-209-3
MDL number:
MFCD00007962
UNSPSC Code:
12352100
PubChem Substance ID:
24850207
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

mp

105-108 °C (lit.)

SMILES string

CC(C)(C)OC(N)=O

InChI

1S/C5H11NO2/c1-5(2,3)8-4(6)7/h1-3H3,(H2,6,7)

InChI key

LFKDJXLFVYVEFG-UHFFFAOYSA-N

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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.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

167398-BULK:
167398-5G:
167398-100G:
167398-1KG:
167398-1G:
167398-VAR:
167398-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD5431
BCCB8789
BCBX6167
BCBV3516
BCBS5092V

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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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