Chloroacetamido-PEG4-t-butyl ester
CAS No.: 1365655-90-8
Cat No.: BP-501321
4.5 
Chloroacetamido-PEG4-t-butyl ester is a heterobifunctional, polyethylene glycol–based PROTAC linker featuring a chloroacetamide electrophile and a protected carboxylate terminus. The PEG4 segment provides a flexible, hydrophilic spacer that can reduce steric constraints and modulate the effective distance and orientation between the “warhead” ligand and the E3-recruiting or binding module. In PROTAC assembly, the chloroacetamide group acts as an electrophile that typically undergoes SN2 alkylation with thiols or other suitable nucleophiles on one component, enabling stable thioether-linked attachment under standard bioconjugation conditions. The t-butyl ester can be used as a temporary protecting group for the carboxylate during synthesis, improving compatibility with coupling steps, and can be removed to reveal a reactive acid for subsequent functionalization. This linker is valuable for constructing degraders with improved solubility and tunable linker length, facilitating systematic structure–activity studies in targeted protein degradation workflows.
Structure of 1365655-90-8
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Chloroacetamido-PEG4-t-butyl ester is a PEG-based PROTAC linker designed to combine a protected carboxylate handle with a highly reactive chloroacetamide electrophile. This enables efficient conjugation to targeting ligands and supports the formation of stable, well-defined degrader architectures with favorable solubility and linker flexibility. The sections below describe its structure and the practical reactivity considerations for PROTAC construction in detail.
Structure: The linker contains a chloroacetamide electrophilic motif and a polyethylene glycol spacer, providing a flexible, hydrophilic segment. A tert-butyl ester functionality offers acid-labile protection of the carboxylate. Key features include an amide linkage, ether-rich PEG connectivity, and a reactive carbon–chlorine bond.
Reactivity: PROTAC synthesis typically exploits the chloroacetamide as an alkylating electrophile toward nucleophilic amines or thiols on ligands, forming stable thioether or amide/related adducts via nucleophilic substitution. The tert-butyl ester is commonly removed under acidic conditions to reveal a carboxylic acid for subsequent coupling. Suitable conditions often use polar organic solvents and base to promote nucleophile availability, while mild temperatures help limit side reactions.
* 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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