Br-PEG4-NHBoc

 CAS No.: 1392499-32-9  Cat No.: BP-501223  Purity: ≥95% 4.5  

Br-PEG4-NHBoc is a brominated, PEG-based linker reagent featuring a terminal bromide for electrophilic coupling and a protected amine (NHBoc) suitable for subsequent conjugation chemistry. The PEG4 chain provides a flexible, hydrophilic spacer that can reduce steric congestion and improve solubility of PROTAC intermediates, while the bromide handle enables attachment to nucleophilic partners (e.g., via substitution or cross-coupling workflows) to build defined linkages between a ligand and an E3-recruiting or targeting module. The Boc-protection allows controlled functionalization: the amine can be deprotected under standard conditions to yield a reactive primary amine for amide/urea formation or further linker elaboration. In targeted protein degradation research, such PEG linkers are commonly used to tune spatial arrangement, linker length, and physicochemical properties, supporting systematic optimization of ternary complex formation and degradation potency in PROTAC constructs.

Br-PEG4-NHBoc

Structure of 1392499-32-9

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Category
PROTAC Linker
Molecular Formula
C15H30BrNO6
Molecular Weight
400.31
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DCM, DMSO
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature
IUPACName
tert-butyl N-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
t-Boc-N-amido-PEG4-bromide; Boc-NH-PEG4-Br; BocNH-PEG4-CH2CH2Br; N-Boc-PEG4-bromide; tert-butyl (14-bromo-3,6,9,12-tetraoxatetradecyl)carbamate; 5,8,11,14-Tetraoxa-2-azahexadecanoic acid, 16-bromo-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl (14-bromo-3,6,9,12-tetraoxatetradec-1-yl)carbamate; Carbamic acid, N-(14-bromo-3,6,9,12-tetraoxatetradec-1-yl)-, 1,1-dimethylethyl ester
Boiling Point
459.3±40.0°C (Predicted)
Density
1.223±0.06 g/cm3 (Predicted)
InChI Key
KYOVSWOWVSWAII-UHFFFAOYSA-N
InChI
InChI=1S/C15H30BrNO6/c1-15(2,3)23-14(18)17-5-7-20-9-11-22-13-12-21-10-8-19-6-4-16/h4-13H2,1-3H3,(H,17,18)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCBr

This Br-PEG4-NHBoc linker is designed for modular construction of PROTAC conjugates, providing a polyethylene glycol spacer that supports controlled spatial presentation of reactive handles. Its bromide enables efficient attachment to nucleophilic partners, while the protected amine (NHBoc) offers a stable intermediate for subsequent coupling and deprotection. These features can improve synthetic flexibility and help optimize linker length and polarity in targeted protein degradation workflows, as detailed in the following sections.

Structure: The linker combines a terminal bromide with a PEG-based ether chain and a Boc-protected amine. It contains ether linkages along the PEG segment, an alkyl bromide at one terminus, and a carbamate protecting group on nitrogen, providing chemical stability under many coupling conditions.

Reactivity: The bromide functionality is well suited for nucleophilic substitution or related coupling strategies with amine, thiol, or other nucleophiles under standard organic synthesis conditions. The Boc group can be selectively removed using acid-mediated deprotection to reveal the free amine for amide or urea-forming reactions. Typical approaches use common polar aprotic solvents and base/acid systems compatible with PEG linkers.

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* 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
g/mol
g

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