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437018

Sigma-Aldrich

N-Boc-1,6-hexanediamine hydrochloride

97%

Synonym(s):

N-Boc-1,6-diamino-hexane hydrochloride, tert-Butyl N-(6-aminohexyl)carbamate hydrochloride

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About This Item

Linear Formula:
(CH3)3COCONH(CH2)6NH2 · HCl
CAS Number:
Molecular Weight:
252.78
Beilstein:
3631740
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reagent type: cross-linking reagent

mp

162-164 °C (lit.)

functional group

Boc
amine

SMILES string

NCCCCCCNC(OC(C)(C)C)=O.[H]Cl

InChI

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

InChI key

JSBWQIZQJOQPFN-UHFFFAOYSA-N

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Application

N-Boc-1,6-hexanediamine hydrochloride is a general reagent to introduce a C6-spacer. It can be used in:
  • Synthesis of poly(L-glutamic acid) gadolinium chelates as biodegradable MRI contrast agents.
  • Synthesis of cholesteryl-functionalized hyaluronic acid-based anionic nanogel for protein delivery.
  • Preparation of amphiphilic prodrug, containing anticancer drug chlorambucil, which would self-assemble to form micelles in aqueous solution.

Reagent for the introduction of a C6-spacer.

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

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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Rational Design of an Amphiphilic Chlorambucil Prodrug Realizing Self-Assembled Micelles for Efficient Anticancer Therapy.
Hu X, et al.
ACS biomaterials science & engineering, 4(3), 973-980 (2018)
Injectable hydrogel for sustained protein release by salt?induced association of hyaluronic acid nanogel.
Nakai T, et al.
Macromolecular Bioscience, 12(4), 475-483 (2012)
Synthesis and characterization of poly (L-glutamic acid) gadolinium chelate: a new biodegradable MRI contrast agent.
Wen X, et al.
Bioconjugate Chemistry, 15(6), 1408-1415 (2004)

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