Azido-PEG5-t-butyl ester

 CAS No.: 1415800-41-7  Cat No.: BP-501037  Purity: >97% 4.5  

Azido-PEG5-t-butyl ester is a heterobifunctional polyethylene glycol linker bearing a terminal azide handle and a protected carboxylate (t-butyl ester), providing a chemically versatile scaffold for PROTAC construction. The PEG5 chain imparts aqueous solubility, conformational flexibility, and reduced steric interference between the two binding elements of a degrader. The azide group enables efficient bioorthogonal conjugation (most commonly via copper-free azide–alkyne cycloaddition) to attach the linker to an alkyne-functional ligand or intermediate, while the t-butyl ester can be deprotected under standard conditions to reveal a carboxylate for subsequent amide coupling to a second component. In targeted protein degradation workflows, such linkers help optimize spatial orientation and effective ternary complex formation by tuning linker length and dynamics. This product is therefore valuable for generating libraries of PROTAC analogs and for systematic structure–activity studies aimed at improving degradation potency and selectivity.

Azido-PEG5-t-butyl ester

Structure of 1415800-41-7

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Category
PROTAC Linker
Molecular Formula
C17H33N3O7
Molecular Weight
391.46
Appearance
Colorless Liquid

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

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Purity
>97%
Solubility
Soluble in DMSO
Appearance
Colorless Liquid
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Azide-PEG5-t-butyl ester;Azide-PEG5-Boc; tert-butyl 1-azido-3,6,9,12,15-pentaoxaoctadecan-18-oate; 4,7,10,13,16-Pentaoxaoctadecanoic acid, 18-azido-, 1,1-dimethylethyl ester; Azido-PEG5-COOtBu; N3-PEG5-CH2CH2COOtBu; 2-Methyl-2-propanyl 1-azido-3,6,9,12,15-pentaoxaoctadecan-18-oate; 3,6,9,12,15-Pentaoxaoctadecan-18-oic acid, 1-azido-, 1,1-dimethylethyl ester
InChI Key
RGXALMUKZGZJKF-UHFFFAOYSA-N
InChI
InChI=1S/C17H33N3O7/c1-17(2,3)27-16(21)4-6-22-8-10-24-12-14-26-15-13-25-11-9-23-7-5-19-20-18/h4-15H2,1-3H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCN=[N+]=[N-]

Azido-PEG5-t-butyl ester is a PEG-based, azide-functional linker designed for modular synthesis of PROTACs and other targeted protein degradation constructs. Its polyethylene glycol segment provides solubility and conformational flexibility, while the azide handle enables bioorthogonal conjugation strategies. The tert-butyl ester offers a protected carboxyl functionality that can be unmasked under controlled conditions. The following sections describe the linker’s structure and practical reactivity considerations in PROTAC assembly.

Structure: The linker contains an azide-bearing terminus connected through a polyethylene glycol chain, terminating in a tert-butyl ester. It features ether linkages within the PEG backbone, an ester carbonyl, and an azide group suitable for click-type chemistry. Overall polarity and hydrogen-bonding capacity support aqueous compatibility.

Reactivity: The azide group is commonly employed in copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition to attach warheads and targeting ligands under mild conditions. The tert-butyl ester can be selectively deprotected using acid-labile conditions to reveal a carboxylate for subsequent amide coupling. Typical PROTAC linker assembly uses standard coupling reagents, with solvents chosen to maintain linker stability and solubility during each step.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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