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Sigma-Aldrich

N-Boc-1,6-hexanediamine

≥98.0% (NT)

Synonym(s):

N-Boc-1,6-diaminohexane, tert-Butyl-N-(6-aminohexyl)carbamate

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About This Item

Empirical Formula (Hill Notation):
C11H24N2O2
CAS Number:
51857-17-1
Molecular Weight:
216.32
Beilstein:
2219107
MDL number:
MFCD00671489
UNSPSC Code:
12352116
PubChem Substance ID:
57652779
NACRES:
NA.22

Quality Level

200

Assay

≥98.0% (NT)

form

liquid

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.462

density

0.965 g/mL at 20 °C (lit.)

functional group

Boc
amine

SMILES string

NCCCCCCNC(OC(C)(C)C)=O

InChI

1S/C11H24N2O2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8-12/h4-9,12H2,1-3H3,(H,13,14)

InChI key

RVZPDKXEHIRFPM-UHFFFAOYSA-N

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Application

N-Boc-1,6-hexanediamine can be used as a linear hexyl spacer (C6-spacer) to synthesize:
  • Biodegradable poly(disulfide amine)s for gene delivery.
  • A multifunctional dendrimer for theranostics.
  • Polyamide platinum anti-cancer complexes designed to target cancer specific DNA sequences.
  • Self-assembled monolayers (SAMs) that resist adsorption of proteins.
  • [N-(6-(4-Hydroxy-6-isopropylamino-1,3,5-triazin-2-ylamino)hexyl)-5-hydroxy-1,4-naphthoquinone-3-propionamide] (JUG-HATZ), which can be used in designing electrochemical immunosensors.
Reagent for the introduction of a C6-spacer.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

257.0 °F

Flash Point(C)

125 °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’.

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Design and synthesis of substrates for newborn screening of Maroteaux?Lamy and Morquio A syndromes.
Duffey TA, et al.
Bioorganic & Medicinal Chemistry, 20(20), 5994-5996 (2010)
Synthesis, penetrability and intracellular targeting of fluorescein-tagged peptoids and peptide?peptoid hybrids
Unciti-Broceta A, et al.
Bioorganic & Medicinal Chemistry, 17(3), 959-966 (2009)
Preparation of mixed self-assembled monolayers (SAMs) that resist adsorption of proteins using the reaction of amines with a SAM that presents interchain carboxylic anhydride groups.
Chapman R G, et al.
Langmuir, 16(17), 6927-6936 (2000)
Yan Wang et al.
Journal of controlled release : official journal of the Controlled Release Society, 328, 970-984 (2020-09-15)
To avoid poly(ethylene glycol)-related issues of nanomedicines such as accelerated blood clearance, fully N-2-hydroxypropyl methacrylamide (HPMAm)-based polymeric micelles decorated with biotin for drug delivery were designed. To this end, a biotin-functionalized chain transfer agent (CTA), 4-cyano-4-[(dodecylsulfanylthiocarbonyl)-sulfanyl]pentanoic acid (biotin-CDTPA), was synthesized
Construction of a well-defined multifunctional dendrimer for theranostics.
Ornelas C, et al.
Organic Letters, 13(5), 976-979 (2011)
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