Phthalimide-PEG3-C2-OTs
CAS No.: 382162-12-1
Cat No.: BP-501190
4.5 
Phthalimide-PEG3-C2-OTs is a bifunctional PROTAC linker featuring a phthalimide handle connected through a short, three-unit polyethylene glycol (PEG3) spacer to a terminal tosylate (OTs) leaving group. Structurally, the phthalimide moiety functions as a protected amine precursor, while the PEG3 segment provides conformational flexibility and flexible spacing for subsequent linker functionalization. The C2-OTs terminus serves as an activated electrophile for nucleophilic substitution, enabling chemists to conjugate the linker to a variety of targeting groups (for example, amines or other nucleophiles) to generate the final PROTAC architecture. In targeted protein degradation research, this linker is valuable for modular assembly, allowing rapid synthesis of degraders with tunable linker geometry and reliable coupling chemistry, which can facilitate optimization of degradation potency and selectivity across different target-binding ligands.
Structure of 382162-12-1
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Phthalimide-PEG3-C2-OTs is a PEG-based PROTAC linker designed to connect a phthalimide-containing handle to an activated leaving-group terminus, supporting modular assembly of targeted protein degraders. Its ether-rich polyethylene glycol segment provides conformational flexibility and improved solubility, while the activated sulfonate functionality enables efficient conjugation under standard linker-chemistry conditions. The molecule will be described in detail below, including its structural features and practical reactivity considerations for constructing PROTACs.
Structure: The linker comprises a phthalimide moiety linked through an ether-containing polyethylene glycol chain, terminating in an activated sulfonate ester. It features aromatic and amide functionalities, multiple ether oxygen atoms, and a sulfonate leaving group that supports nucleophilic substitution chemistry. Overall, it is typically compatible with polar, PROTAC-relevant reaction media.
Reactivity: The terminal activated sulfonate ester is suitable for nucleophilic substitution with amines, alcohols, or other nucleophiles commonly used to install warheads or binding groups in PROTAC architectures. Practical coupling is generally performed under conditions that preserve nucleophile reactivity while avoiding hydrolysis of the activated ester. Solvents such as polar aprotic media and base-assisted protocols are often employed, with reaction progress monitored by standard analytical methods.
* 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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