Boc-PEG1-Boc
CAS No.: 727729-33-1
Cat No.: BP-500722
4.5 
Boc-PEG1-Boc is a homobifunctional polyethylene glycol linker bearing Boc-protected carboxylate groups at both termini, connected through a short diethylene glycol spacer. This symmetric architecture provides a compact and synthetically convenient building block for PROTAC construction, where both Boc groups can be removed under standard acidic conditions to reveal two free carboxylic acids for subsequent amide coupling with primary amine-containing ligands. The short PEG chain maintains a compact molecular profile while still conferring beneficial hydrophilicity and a degree of conformational flexibility that reduces steric strain during conjugation. In PROTAC design, this linker is particularly suited for constructing degraders where a short, well-defined inter-ligand distance is desired, as shorter linkers can impose conformational constraints that may enhance the cooperativity of ternary complex formation between the target protein and the E3 ubiquitin ligase. The symmetric, bis-protected nature simplifies synthetic workflows and enables sequential deprotection and coupling strategies. Researchers employ this linker to systematically investigate how minimal spacer lengths influence degradation potency, selectivity, and the physicochemical properties of PROTAC molecules in targeted protein degradation research.
Structure of 727729-33-1
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This symmetric, protected oligoether linker is a latent dicarboxylic spacer for connecting amine-bearing PROTAC components. Its compact ether segment provides limited flexibility, while acid-labile termini permit synchronized or controlled functionalization after deprotection. Its structure and practical reactivity are described below.
Structure: The molecule consists of an ethylene glycol core flanked by ether-linked tert-butyl acetates. It contains ester carbonyls, ether bonds, and flexible methylene groups but no free nucleophile or acid. Symmetry makes the terminal protected carboxyl groups chemically equivalent before selective derivatization.
Reactivity: Acid treatment cleaves the tert-butyl esters and furnishes a dicarboxylic acid. Each acid may be activated with a carbodiimide or uronium reagent and coupled to an amine in dimethylformamide or a related polar aprotic solvent with base. For unsymmetrical PROTAC assembly, controlled reagent equivalents, temporary monoprotection, or isolation of a monoamide intermediate helps suppress bis-acylation and oligomerization.
* 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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