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Azido-PEG5-PFP ester

HCID 178790637
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Basic information

CAS
1818294-48-2
Standard SMILES
[N-]=[N+]=NCCOCCOCCOCCOCCOCCC(=O)Oc1c(F)c(F)c(F)c(F)c1F
InChIKey
YSQIHRPBWCEUAX-UHFFFAOYSA-N
Molecular formula
C19H24F5N3O7
Average molar mass
501.4 g/mol

Names & identifiers

Preferred name
Azido-PEG5-PFP ester
IUPAC
(2,3,4,5,6-pentafluorophenyl) 3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoate
English name
Azido-PEG5-PFP ester
Molecular formula
C19H24F5N3O7
Molecular weight
501.41

Names & synonyms

Azido-PEG5-PFP ester1818294-48-2MFCD26793782(2,3,4,5,6-pentafluorophenyl) 3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoateperfluorophenyl 1-azido-3,6,9,12,15-pentaoxaoctadecan-18-oate2,3,4,5,6-PENTAFLUOROPHENYL 1-AZIDO-3,6,9,12,15-PENTAOXAOCTADECAN-18-OATEN3-PEG5-CH2CH2COOPFPorb1989479SCHEMBL21090258Azido-PEG5-perfluorophenyl esterC19H24F5N3O7AKOS040741264
Show more names
BP-21863DA-71233HY-130420CS-0107688G92604T14463

Database identifiers

CAS
1818294-48-2

Properties

Computed structural propertiesFilling in

XLogP
2.3
Topological polar surface area
86.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
14
Rotatable bonds
20
Heavy atoms
34
Formal charge
0
Complexity
591

Chemistry & industry

Applications · 2 items

DescriptionAzido-PEG5-PFP ester is a linker compound containing azide and PFP ester moities. The azide can participate in Click Chemistry reactions with alkynes, DBCO and BCN to form triazole groups. The PFP ester is amine-reactive and is less susceptible toward hydrolysis compared to NHS ester.

UsesAzido-PEG5-PFP ester is a PEG- and Alkyl/ether-based PROTAC linker can be used in the synthesis of PROTACs[1]. Azido-PEG5-PFP ester is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.

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