Benzyl-PEG7-bromide

 Cat No.: BP-501735  Purity: ≥95% 4.5  

Benzyl-PEG7-bromide is a benzyl-terminated polyethylene glycol linker bearing a terminal bromide, providing a flexible, water-compatible chain of intermediate length suitable for PROTAC and related targeted degradation constructs. Structurally, it combines a hydrophobic benzyl handle for attachment to small-molecule ligands with a PEG segment that increases solubility, reduces nonspecific protein binding, and can modulate the effective distance and orientation between the recruited-binding moiety and the E3 ligase ligand. The bromide functionality functions as an electrophilic leaving group for nucleophilic substitution, enabling efficient conjugation to amines or other nucleophiles commonly used to install linker segments on warheads and ligase-binding ligands. In targeted protein degradation research, such PEG linkers are widely employed to tune linker length and conformational freedom, thereby improving ternary complex formation and degradation potency while maintaining manageable synthesis and purification profiles for iterative PROTAC design.

Benzyl-PEG7-bromide

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Category
PROTAC Linker
Molecular Formula
C21H35BrO7
Molecular Weight
479.40
Appearance
Liquid

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

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Purity
≥95%
Appearance
Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxymethylbenzene
Synonyms
BnO-PEG7-CH2CH2Br; Benzyl-PEG7-Br; Bn-PEG7-Br; 22-Bromo-1-phenyl-2,5,8,11,14,17,20-heptaoxadocosane; 2,5,8,11,14,17,20-Heptaoxadocosane, 22-bromo-1-phenyl-
Boiling Point
515.9±45.0°C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
IBKYGRWIIYJKTN-UHFFFAOYSA-N
InChI
InChI=1S/C21H35BrO7/c22-6-7-23-8-9-24-10-11-25-12-13-26-14-15-27-16-17-28-18-19-29-20-21-4-2-1-3-5-21/h1-5H,6-20H2
SMILES
C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCOCCBr

Benzyl-PEG7-bromide is a PEG-based alkyl bromide linker designed for constructing PROTACs that require a flexible, hydrophilic spacer between a ligand and an electrophilic attachment point. Its ether-rich chain supports solubility and can help tune the effective distance and orientation for productive ternary complex formation. The subsequent sections describe its structural features and practical reactivity considerations for PROTAC synthesis.

Structure: The molecule contains a benzyl group connected to a poly(ethylene glycol) segment terminated by a bromide. It features multiple ether linkages along the PEG chain, with an alkyl bromide at the terminus, providing a reactive electrophilic site and a flexible, water-compatible scaffold.

Reactivity: As a terminal alkyl bromide, it is suitable for nucleophilic substitution with PROTAC-building nucleophiles such as amines, thiols, or oxygen-centered heteroatoms under standard alkylation conditions. Typical approaches use polar aprotic solvents and controlled bases to promote SN2-type displacement, while minimizing side reactions from hydrolysis or over-alkylation. Reaction temperature and reagent stoichiometry are commonly adjusted to balance conversion and selectivity during linker installation.

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L

* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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