Azido-PEG3-O-NHS ester

 CAS No.: 2110448-98-9  Cat No.: BP-501180  Purity: 98% 4.5  

Azido-PEG3-O-NHS ester is a polyethylene glycol (PEG)-based PROTAC linker. Azido-PEG3-O-NHS ester can be used in the synthesis of a series of PROTACs.

Azido-PEG3-O-NHS ester

Structure of 2110448-98-9

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PROTAC Linker
Molecular Formula
C₁₃H₂₀N₄O₈
Molecular Weight
360.32

* For research and manufacturing use only. Not for human or clinical use.

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Purity
98%
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl (2,5-dioxopyrrolidin-1-yl) carbonate
Synonyms
Azido-PEG3-succinimidyl carbonate
InChI Key
RIGURCMIYKOKGN-UHFFFAOYSA-N
InChI
InChI=1S/C13H20N4O8/c14-16-15-3-4-21-5-6-22-7-8-23-9-10-24-13(20)25-17-11(18)1-2-12(17)19/h1-10H2
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)OCCOCCOCCOCCN=[N+]=[N-]
1. Photochemically-Mediated, Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamate Esters
J Miles Blackburn, Anastasia L Gant Kanegusuku, Georgia E Scott, Jennifer L Roizen Org Lett. 2019 Sep 6;21(17):7049-7054.doi: 10.1021/acs.orglett.9b02621.Epub 2019 Aug 22.
A general method is described for the coupling of (hetero)aryl bromides with O-alkyl sulfamate esters. The protocol relies on catalytic amounts of nickel and photoexcitable iridium complexes and proceeds under visible light irradiation at ambient temperature. This technology engages a broad range of simple and complex O-alkyl sulfamate ester substrates under mild conditions. Furthermore, it is possible to avoid undesirable N-alkylation, which was found to plague palladium-based protocols for N-arylation of O-alkyl sulfamate esters. These investigations represent the first use of sulfamate esters as nucleophiles in transition metal-catalyzed C-N coupling processes.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Historical Records: Amino-PEG12-CH2-Boc | Carboxy-PEG4-phosphonic acid | Amino-PEG6-amine | Fmoc-N-amido-PEG1-acetic acid | LC-SMPH | Azido-PEG1-C2-methylamine | HO-PEG17-OH | Azido-PEG3-O-NHS ester

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