ChemicalBook > CAS DataBase List > Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite

Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite

Product Name
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite
CAS No.
1682657-14-2
Chemical Name
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite
Synonyms
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite;Phosphoramidous acid, N,N-bis(1-methylethyl)-, 2-cyanoethyl 3,6,9,12-tetraoxapentadec-14-yn-1-yl ester;3-[[di(propan-2-yl)amino]-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]phosphanyl]oxypropanenitrile
CBNumber
CB83062629
Molecular Formula
C20H37N2O6P
Formula Weight
432.49
MOL File
1682657-14-2.mol
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Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Property

Boiling point:
464.3±45.0 °C(Predicted)
solubility 
good in acetonitrile and dichloromethane
pka
3.53±0.70(Predicted)
Appearance
colorless or yellow oil
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

BroadPharm
Product number
BP-22310
Product name
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite
Purity
Tech
Packaging
100mg
Price
$430
Updated
2021/12/16
BroadPharm
Product number
BP-22310
Product name
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite
Purity
Tech
Packaging
250mg
Price
$750
Updated
2021/12/16
Apolloscientific
Product number
BIPG1738
Product name
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite
Packaging
100mg
Price
$899
Updated
2021/12/16
BroadPharm
Product number
BP-22310
Product name
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite
Purity
Tech
Packaging
500mg
Price
$1125
Updated
2021/12/16
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Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Chemical Properties,Usage,Production

Description

Alkyne-PEG4-phosphoramidite is a tetraethylene glycol phosphoramidite with a terminal triple bond that can be used for the synthesis of various functionalized oligonucleotides. An alkyne fragment in the resulting molecules reacts in Click Chemistry reactions with azide-containing compounds in the presence of copper (I) salts to produce various oligonucleotide conjugates, such as those with dyes, peptides, or glycans. The yield of resulting compounds is rather high, their isolation and purification are often easier than those of molecules produced by the interaction of amino-modified oligonucleotides with activated esters such as those of dyes. Click Chemistry reactions are bioorthogonal because neither terminal alkyne nor azide functional groups usually are found in biomolecules.


A tetraethylene glycol linker in phosphoramidite gives it higher hydrophilic properties and reduces toxicity and immunogenicity of produced conjugates.


Solvent: Acetonitrile.


Recommended condensation time: Standard, as for natural nucleoside phosphoramidites.


It is recommended to use standard deprotection conditions.

Uses

Propargyl-PEG5-1-o-b-cyanoethyl-nn-diisopropylphosphoramidite is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. Propargyl-PEG5-1-o-(b-cyanoethyl-n,n-diisopropyl)phosphoramidite is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

IC 50

PEGs

References

[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005

Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Preparation Products And Raw materials

Raw materials

Preparation Products

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Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Suppliers

Borenpharm Co., Ltd
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1682657-14-2, Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramiditeRelated Search:


  • 3-[[di(propan-2-yl)amino]-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]phosphanyl]oxypropanenitrile
  • Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite
  • Phosphoramidous acid, N,N-bis(1-methylethyl)-, 2-cyanoethyl 3,6,9,12-tetraoxapentadec-14-yn-1-yl ester
  • 1682657-14-2
  • C20H37N2O6P