t-Boc-N-amido-PEG6-Tos

 CAS No.: 1264015-76-0  Cat No.: BP-500492 4.5  

t-Boc-N-amido-PEG6-Tos is a heterobifunctional PEG linker with an N-protected amine and a tosylate. Structurally, it contains a PEG6 chain connecting an N-Boc-protected primary amine to a terminal tosylate leaving group. The tosylate undergoes nucleophilic substitution with suitable amines, thiols, alkoxides, or azide, while acid-mediated N-Boc removal exposes a primary amine for a later coupling step. In PROTAC and related targeted protein degradation research, the protected amine and electrophilic tosylate enable ordered functionalization without describing the carbamate as an amide. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

t-Boc-N-amido-PEG6-Tos

Structure of 1264015-76-0

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PROTAC Linker
Molecular Formula
C₂₄H₄₁NO₁₀S
Molecular Weight
535.65

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

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IUPACName
2-[2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
InChI Key
FKHWXQLQWBHGOX-UHFFFAOYSA-N
InChI
InChI=1S/C24H41NO10S/c1-21-5-7-22(8-6-21)36(27,28)34-20-19-33-18-17-32-16-15-31-14-13-30-12-11-29-10-9-25-23(26)35-24(2,3)4/h5-8H,9-20H2,1-4H3,(H,25,26)
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCNC(=O)OC(C)(C)C

t-Boc-N-amido-PEG6-Tos, provides a polyethylene glycol–based spacer with a tosyl-protected amide functionality designed to support efficient conjugation between targeting ligands and E3 ligase recruiters. Its flexible, hydrophilic PEG architecture helps modulate solubility and spatial presentation, while the tosyl group supports controlled synthetic transformations. Detailed structural and reactivity considerations for building PROTACs are provided below.

Structure: The linker contains a PEG chain that imparts conformational flexibility and water compatibility, coupled to an amide linkage and a tosyl-protected nitrogen motif. The structure features ether linkages within the PEG segment, carbonyl-containing amide connectivity, and aromatic sulfonamide/aryl sulfone functionality.

Reactivity: For PROTAC assembly, the tosyl-protected amide functionality is typically manipulated under standard amide/sulfonamide chemistry conditions to enable nucleophilic substitution or deprotection-driven coupling. Suitable approaches include base-promoted activation of the protected nitrogen followed by nucleophile addition, or stepwise deprotection to reveal a reactive amine for subsequent bond formation. Commonly used solvents include polar aprotic media, with catalysts or bases selected to preserve the PEG spacer and minimize side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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