11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE

Base Information

• Chemical Name: 11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE
• CAS No.: 134179-38-7
• Molecular Formula: C8H18N4O3
• Molecular Weight: 218.256
• Hs Code.: 29299090
• European Community (EC) Number: 629-285-5
• DSSTox Substance ID: DTXSID60370655
• Nikkaji Number: J401.961J
• Wikidata: Q72437869
• Mol file: 134179-38-7.mol

Synonyms:11-Azido-3 6 9-trioxaundecan-1-amine;

Chemical Property of 11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE

Chemical Property:

• Appearance/Colour: very pale yellow oil
• Refractive Index: ">
• Boiling Point: 198-202 °C
• PSA: 103.46000
• Density: 1.10 g/cm³
• LogP: 0.45826
• Storage Temp.: Amber Vial, Refrigerator, Under Inert Atmosphere
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 218.13789045
• Heavy Atom Count: 15
• Complexity: 173

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Amino-11-azido-3,6,9-trioxaundecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCCOCCOCCN=[N+]=[N-])N
• Description: Amino-PEG3-azide is a bifunctional PEG linker containing an amino group and an azide group. The hydrophilic PEG spacer increases solubility in aqueous media. The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage.
• Uses: A PEG derivative, which contains a free amine that can be conjugated to biological molecules directly by an amide linkage (or via the corresponding isothiocyanate) and an azide that can be reduced to an amine for conjugation to other molecules. PEG derivatives are water soluble. Bifunctional water soluble compounds with flexible dimensions allow for conjugation of small molecules to proteins or molecular probes. 1-amino-11-azido-3,6,9-trioxaundecane can be reacted with small organic molecules for the synthesis of heterobifunctional compounds. It has been used to synthesize a mannose-fluorescein conjugate for the study of cell-surface mannose-specific lectins. 11-Azido-3,6,9-trioxaundecan-1-amine is an azide with polyethylene glycol-like characteristics that can be used to prepare azide-functionalized polymers via click reaction.

Technology Process of 11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE

There total 16 articles about 11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)isoindoline-1,3-dione (134179-44-5) → 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine (134179-38-7)

Guidance literature:

With hydrazine hydrate; In ethanol; at 85 ℃; for 4h;

DOI:10.1002/cmdc.201700543

Reference yield: 90.0%

1,11-diazido-3,6,9-trioxaundecane (101187-39-7,82055-94-5) → 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine (134179-38-7)

Guidance literature:

1,11-diazido-3,6,9-trioxaundecane; With hydrogenchloride; In water; at 0 ℃; Inert atmosphere;

With triphenylphosphine; In diethyl ether; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.3762/bjoc.9.66

Reference yield: 85.0%

→ 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine (134179-38-7)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; diethyl ether; water; at 20 ℃;

upstream raw materials:

2-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)isoindoline-1,3-dione

1,11-diazido-3,6,9-trioxaundecane

Tetraethylene glycol

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester

Downstream raw materials:

1-amino-11-<<2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)ethyl>amino>-3,6,9-trioxaundecane

2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-5-(3-{2-[2-(2-{2-[2-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethylamino]-ethoxy}-ethoxy)-ethoxy]-ethyl}-thioureido)-benzoic acid

C₃₆H₄₃N₅O₁₃

C₂₈H₃₂N₄O₄

Refernces

• 1、 Wen, Wen-Hsien,Lin, Mengi,Su, Ching-Yao,Wang, Shi-Yun,Cheng, Yih-Shyun E.,Fang, Jim-Min,Wong, Chi-Huey. "Synergistic effect of zanamivir-porphyrin conjugates on inhibition of neuraminidase and inactivation of influenza virus". . p. 4903 - 4910. Retrieved 2009.
• 2、 El Khoury, Anton,Seidler, Paul M.,Eisenberg, David S.,Harran, Patrick G.. "Catalytic Synthesis of PEGylated EGCG Conjugates that Disaggregate Alzheimer's Tau". . p. 4263 - 4271. Retrieved 2021/06/18.
• 3、 Rosier, Niklas,Gr?tz, Lukas,Schihada, Hannes,M?ller, Jan,I?bilir, Ali,Humphrys, Laura J.,Nagl, Martin,Seibel, Ulla,Lohse, Martin J.,Pockes, Steffen. "A Versatile Sub-Nanomolar Fluorescent Ligand Enables NanoBRET Binding Studies and Single-Molecule Microscopy at the Histamine H3Receptor". . p. 11695 - 11708. Retrieved 2021/08/20.