Skip to Content
Merck
CN
All Photos(1)

Documents

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

Sign Into View Organizational & Contract Pricing


About This Item

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

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

228.2 °F

Flash Point(C)

109.0 °C

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Regina Holm et al.
Macromolecular rapid communications, 36(23), 2083-2091 (2015-09-08)
In this work, the synthesis of polypeptoid-block-polypeptide copolymers (block copolypept(o)ides) based on bifunctional initiators is described, which introduces a distinct chemical entity at the connection between both blocks. With a view towards redox-sensitive block copolypept(o)ides, a cystamine-based initiator was used
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
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
Anand Divakaran et al.
Journal of medicinal chemistry, 61(20), 9316-9334 (2018-09-27)
As regulators of transcription, epigenetic proteins that interpret post-translational modifications to N-terminal histone tails are essential for maintaining cellular homeostasis. When dysregulated, "reader" proteins become drivers of disease. In the case of bromodomains, which recognize N-ε-acetylated lysine, selective inhibition of
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

Articles

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service