Hydroxy-Amino-bis(PEG1-C2-Boc)

 CAS No.: 1415800-34-8  Cat No.: BP-500639 4.5  

Hydroxy-Amino-bis(PEG1-C2-Boc) is a branched PEG linker featuring a central tertiary amine bearing a hydroxyl group and two Boc-protected carboxylate arms connected through short PEG spacers. This compact, trifunctional architecture provides a versatile scaffold for PROTAC construction, where the two Boc-protected carboxylates, upon deprotection, yield free carboxylic acids that can be conjugated to amine-containing ligands via standard amide coupling chemistry. The free hydroxyl group offers an additional handle for further derivatization, enabling ester formation, etherification, or other transformations to introduce additional functional elements. The branched topology is particularly valuable for constructing multivalent PROTACs or for appending two distinct ligands to a single linker node, which can modulate the spatial presentation of each ligand within the ternary complex. The short PEG arms maintain a compact molecular footprint while still providing sufficient flexibility to reduce steric strain during conjugation and ternary complex formation. Researchers employ this linker to explore how branched architectures and compact spacer lengths influence degradation potency and the overall physicochemical properties of PROTAC molecules in targeted protein degradation research.

Hydroxy-Amino-bis(PEG1-C2-Boc)

Structure of 1415800-34-8

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PROTAC Linker
Molecular Formula
C₂₀H₃₉NO₇
Molecular Weight
405.53

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

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IUPACName
tert-butyl 3-[2-[2-hydroxyethyl-[2-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropoxy]ethyl]amino]ethoxy]propanoate
InChI Key
OUIZBEKRHPKXAD-UHFFFAOYSA-N
InChI
InChI=1S/C20H39NO7/c1-19(2,3)27-17(23)7-13-25-15-10-21(9-12-22)11-16-26-14-8-18(24)28-20(4,5)6/h22H,7-16H2,1-6H3
SMILES
CC(C)(C)OC(=O)CCOCCN(CCO)CCOCCC(=O)OC(C)(C)C

This branched linker precursor combines a central tertiary amine, a free alcohol, and protected carboxyl arms. It enables branch-point functionalization and later acid unveiling, offering a compact route to multicomponent or topology-focused PROTAC designs. Its structure and reaction behavior are outlined below.

Structure: A tertiary amine core bears a hydroxyethyl substituent and ether-containing arms ending as tert-butyl propanoates. The molecule contains flexible carbon–oxygen and carbon–nitrogen single bonds, ester carbonyls, a free primary alcohol, and a basic tertiary amine branch point.

Reactivity: The alcohol can be converted into an ester, carbonate, carbamate, or ether after activation, using an appropriate acylating agent, chloroformate, or leaving-group-forming reagent with base in an anhydrous solvent. Acidic cleavage of the tert-butyl esters subsequently reveals carboxyl groups for amide coupling. The tertiary amine may bind acid or metal catalysts, so reagent loading and purification should be optimized experimentally.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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