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Sigma-Aldrich

N-Boc-ethylenediamine

≥98.0% (NT)

Synonym(s):

N-Boc-1,2-diaminoethane, tert-Butyl N-(2-aminoethyl)carbamate

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About This Item

Linear Formula:
(CH3)3COCONHCH2CH2NH2
CAS Number:
57260-73-8
Molecular Weight:
160.21
Beilstein/REAXYS Number:
1932330
MDL number:
MFCD00191871
UNSPSC Code:
12352116
PubChem Substance ID:
57647392
NACRES:
NA.22

Quality Level

200

assay

≥98.0% (NT)

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.458 (lit.)
n20/D 1.458

bp

72-80 °C/0.1 mmHg (lit.)

density

1.012 g/mL at 20 °C (lit.)

functional group

Boc
amine

SMILES string

NCCNC(OC(C)(C)C)=O

InChI

1S/C7H16N2O2/c1-7(2,3)11-6(10)9-5-4-8/h4-5,8H2,1-3H3,(H,9,10)

InChI key

AOCSUUGBCMTKJH-UHFFFAOYSA-N

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Application

  • Facile synthesis of new N-(aminocycloalkylene) amino acid compounds: Describes the use of N-Boc-ethylenediamine in the preparation of benzyl 2-{[2-(Boc-amino)ethyl]amino}acetate (G Matulevičiūtė et al., 2023).
  • Synthesis of a new tripod BODIPY dye: Reports on the chemical synthesis involving N-Boc-ethylenediamine for creating a BODIPY dye (H Wang et al., 2022).
  • Single‐Entity Electrocatalysis: Discusses the application of N-Boc-ethylenediamine in modifying Co3O4 nanoparticles used in electrocatalysis (T Quast et al., 2021).

Other Notes

Mono-protected derivative of ethylenediamine, preparation of pharmacologically active analogues; introduction of an ethylenediamine spacer.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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W S Saari et al.
Journal of medicinal chemistry, 34(10), 3132-3138 (1991-10-01)
Basic nitrobenzenesulfonamides containing nitroisopropyl and (ureidooxy)methyl groups were prepared and evaluated as novel hypoxic cell selective cytotoxic agents. In vitro, N-(2-aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzene sulfonamide hydrochloride (11) proved to be preferentially toxic to hypoxic EMT6 mammary carcinoma cells. At 1 mM concentration in
E Morier-Teissier et al.
Journal of medicinal chemistry, 36(15), 2084-2090 (1993-07-23)
A new molecule 4 [(GGH-DAE)2DHQ] associating the 1,4,5,8-tetrahydroxyanthraquinone ring (DHQ) of the antitumor drug mitoxantrone (2), two diaminoethylene chains (DAE), and the metal-chelating peptide Gly-Gly-His (GGH) has been synthesized. Such a molecule presents characteristics able to induce antitumor activity: compound
Deborah Sultan et al.
Small (Weinheim an der Bergstrasse, Germany), 14(30), e1703115-e1703115 (2018-07-03)
Focused ultrasound (FUS) technology is reported to enhance the delivery of 64 Cu-integrated ultrasmall gold nanoclusters (64 Cu-AuNCs) across the blood-brain barrier (BBB) as measured by positron emission tomography (PET). To better define the optimal physical properties for brain delivery
Russell D Viirre et al.
The Journal of organic chemistry, 68(4), 1630-1632 (2003-02-15)
An improved synthesis of ethyl N-[(2-Boc-amino)ethyl]glycinate and its hydrochloride salt is reported. The synthesis is based on the reductive alkylation of Boc-ethylenediamine with ethyl glyoxylate hydrate and furnishes the title compound in near quantitative yield and high purity without chromatography.
Synthesis of N,N-dilactitol ethylenediamine: a versatile spacer for attachment of residualizing labels to protein.
M M Dowd et al.
Analytical biochemistry, 205(2), 369-371 (1992-09-01)
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