Key Documents

745073

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

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

for Copper-free Click Chemistry

Synonym(s):

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

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₇H₂₈N₂O₄

CAS Number:

1263166-93-3

Molecular Weight:

324.42

NACRES:

NA.22

PubChem Substance ID:

329765726

UNSPSC Code:

12352003

MDL number:

MFCD19705418

Form:

liquid

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Segment

100

form

liquid

composition

carbon content, 62.94% , hydrogen content, 8.70% , nitrogen content, 8.63%

reaction suitability

reaction type: click chemistry, reagent type: linker

technique(s)

targeted protein degradation: suitable

solubility

water: 1.5 g/L

density

1.14 g/cm³ at 20 °C

functional group

amine

shipped in

dry ice

storage temp.

−20°C

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

Description

Application

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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)