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167398

Sigma-Aldrich

tert-Butyl carbamate

98%

Synonym(s):

Boc-amide

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5 G
€47.90
25 G
€105.00
100 G
€357.00

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
form:
solid
Assay:
98%

€47.90

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Quality Level

200

Assay

98%

form

solid

mp

105-108 °C (lit.)

functional group

amine

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[1].

Application

tert-Butyl carbamate was used in palladium-catalyzed synthesis of N-Boc-protected anilines[2]. It was used in the synthesis of tetrasubstituted pyrroles, functionalized with ester or ketone groups at C-3 position[3].

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000408259
BCCM0180
0000408259
0000263390
BCCJ0236

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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
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)
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
Pd-catalyzed amidation of aryl (Het) halides with< i> tert</i>-butyl carbamate.
Qin L, et al.
Tetrahedron Letters, 51(33), 4446-4448 (2010)
Zeljko M Svedružić et al.
PloS one, 7(3), e32293-e32293 (2012-04-06)
We describe molecular processes that can facilitate pathogenesis of Alzheimer's disease (AD) by analyzing the catalytic cycle of a membrane-imbedded protease γ-secretase, from the initial interaction with its C99 substrate to the final release of toxic Aβ peptides. The C-terminal
View All Related Papers

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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