Boc-C1-PEG3-C4-OBn
CAS No.: 2381196-81-0
Cat No.: BP-500737
4.5 
Boc-C1-PEG3-C4-OBn is a heterobifunctional linker featuring a Boc-protected carboxylate at one terminus and a benzyl-protected hydroxyl at the other, connected through a PEG spacer and alkyl chain segments. The Boc group provides acid-labile protection for the carboxylic acid, which can be deprotected to reveal a free carboxylate for amide coupling with amine-containing target protein ligands or E3 ubiquitin ligase-recruiting moieties. The benzyl group protects the distal hydroxyl and can be removed by catalytic hydrogenation to liberate a free alcohol for subsequent etherification, esterification, or other derivatization reactions. This orthogonally protected architecture enables sequential, chemoselective installation of two distinct functional elements without cross-reactivity. The combination of PEG and alkyl chain segments provides a hybrid linker environment that balances hydrophilicity from the PEG portion with hydrophobic character from the alkyl segment, which can influence cell membrane permeability and the overall physicochemical profile of the assembled PROTAC. Researchers utilize this linker to explore how mixed hydrophilic-hydrophobic linker compositions affect degradation efficiency, ternary complex geometry, and the drug-like properties of PROTAC molecules in targeted protein degradation studies.
Structure of 2381196-81-0
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* For research and manufacturing use only. Not for human or clinical use.
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Boc-C1-PEG3-C4-OBn is a polyethylene glycol–containing PROTAC linker building block designed to provide a flexible, hydrophilic spacer between targeting and recruiting modules. Its protected alcohol functionality supports controlled synthetic elaboration, while the PEG segment can improve solubility and conformational adaptability in degrader assemblies. The product is well suited for constructing bifunctional molecules in targeted protein degradation workflows, and the following sections describe its structure and practical reactivity considerations in detail below.
Structure: The linker incorporates a PEG-based ether chain that confers flexibility and polarity, together with carbamate protection (Boc) and a benzyl-protected alcohol terminus. Its connectivity is dominated by ether and ester-like carbonyl motifs, with stable covalent C–O and C–N bonds supporting modular assembly.
Reactivity: This building block is typically used in PROTAC synthesis via standard functional-group interconversions at the protected alcohol and carbamate sites. Suitable strategies include deprotection under acid for Boc removal and hydrogenolysis or related conditions for benzyl ether cleavage, followed by coupling reactions (for example, ester/ether formation or nucleophilic substitution) under mild base or coupling reagent conditions. Solvent systems commonly used for these transformations include polar aprotic media, with inert atmosphere handling when required by the specific coupling step.
* 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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