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N-[(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane

Cat#: CCR-0026

N-[(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane

Synonyms (s): (1α,8α,9β)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate, BCN-amine

Empirical Formula (Hill Notation): C17H28N2O4

Size: 25 mg; 100 mg

Product Introduction

Molecular Weight 324.42
NACRES NA.22
CAS Number 1263166-93-3
MDL Number MFCD19705418
PubChem Substance ID 329765726
Form Liquid
Reaction Suitability Reaction type: click chemistry
Smiles String [H][C@@]12CCC#CCC[C@]1([H])[C@@H]2COC(NCCOCCOCCN)=O
InChI 1S/C17H28N2O4/c18-7-9-21-11-12-22-10-8-19-17(20)23-13-16-14-5-3-1-2-4-6-15(14)16/h14-16H,3-13,18H2,(H,19,20)/t14-,15+,16-
InChI key YZGOWXGENSKDSE-MUJYYYPQSA-N
Storage Temp. -20 °C

Application

Amine functionalized cyclooctyne derivative. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This strained cyclooctyne will react with azide functionalized compounds or biomolecules without the need for a copper catalyst to result in a stable triazole linkage.
N-[(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane may be used to functionalize hyaluronic acid with bicyclo[6.1.0]nonyne (BCN) for the development of responsive HA-based physical hydrogels with tunable properties.

Safety Information

Storage Class Code 12 - Non Combustible Liquids
WGK WGK 3

For research use only. Not for clinical use.