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15404

Sigma-Aldrich

N-Boc-1,4-butanediamine

≥97.0% (GC/NT)

Synonym(s):

N-Boc-1,4-diaminobutane, tert-Butyl N-(4-aminobutyl)carbamate

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About This Item

Linear Formula:
(CH3)3COCONH(CH2)4NH2
CAS Number:
68076-36-8
Molecular Weight:
188.27
Beilstein:
1937878
MDL number:
MFCD00210019
UNSPSC Code:
12352116
PubChem Substance ID:
57647412
NACRES:
NA.22

Quality Level

100

Assay

≥97.0% (GC/NT)

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.460

density

0.984 g/mL at 20 °C (lit.)

functional group

Boc
amine

SMILES string

NCCCCNC(OC(C)(C)C)=O

InChI

1S/C9H20N2O2/c1-9(2,3)13-8(12)11-7-5-4-6-10/h4-7,10H2,1-3H3,(H,11,12)

InChI key

ZFQWJXFJJZUVPI-UHFFFAOYSA-N

Application

  • Carboxy-Silane Coated Iron Oxide Nanoparticles: Details the application of N-Boc-1,4-butanediamine in modifying iron oxide nanoparticles for imaging and drug delivery (D Stanicki, S Boutry, S Laurent, et al., 2014). Access the article.

Other Notes

Preparation of pharmacologically active compounds. Preparation of spermidine analogues. Introduction of a C4-spacer.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

228.2 °F - closed cup

Flash Point(C)

109.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

93113

N-Boc-4,7,10-trioxa-1,13-tridecanediamine

Y Shai et al.
Biochemistry, 28(11), 4801-4806 (1989-05-30)
In the present study we synthesize 18F-labeled insulin of high specific radioactivity. A new prosthetic group methodology, in which [18F]fluoride displaces a bromide group of 4-(bromomethyl)-benzoylamine intermediates, was used. The 4-(fluoromethyl)benzoyl product was chemically stable. 18F-Labeled insulin retains the essential
L I Kruse et al.
Journal of medicinal chemistry, 32(2), 409-417 (1989-02-01)
In an attempt to identify a soluble oncodazole analogue that could be easily formulated, a series of substituted oncodazoles was synthesized and evaluated for tubulin binding affinity, in vitro cytotoxicity against cultured mouse B-16 cells, and ability to prolong lifespan
Hongyan Guo et al.
Journal of medicinal chemistry, 45(10), 2056-2063 (2002-05-03)
Several iron chelators containing alpha,beta-unsaturated hydroxamic acid motifs appended to a citric acid platform were synthesized. Mycobacterium paratuberculosis was then challenged to grow in the presence of a panel of siderophores (mycobactin J, deferrioxamine B, acinetoferrin, and nannochelin A) and
M. McWatt, G.J. Boons et al.
European Journal of Organic Chemistry, 2535-2535 (2001)
H.H. Wassermann et al
Tetrahedron, 58, 7177-7177 (2002)
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Articles

MRT - Mono-Boc-Protection of Diamines

Mono-Boc-protected diamines are versatile building blocks for chemical synthesis. Their production is a lot more challenging than the simple reaction scheme might imply, because the Boc-anhydride reagent cannot differentiate between the two identical amino moieties in the substrate.

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