N,N'-DME-N-PEG2-Boc

 CAS No.: 2279944-69-1  Cat No.: BP-501260  Purity: ≥95% 4.5  

N,N'-DME-N-PEG2-Boc is a bifunctional, PEG-based PROTAC linker building block incorporating a tertiary amine/secondary amine region and a short PEG2 spacer terminated as a tert-butyl ester-protected carboxylic acid. The PEG2 segment provides conformational flexibility and aqueous solubility, while the amine region can participate in derivatization and the tert-butyl ester can be deprotected to reveal a carboxylic acid for coupling. In PROTAC design, such linkers are used to spatially separate the target-binding ligand and the E3 ligase-recruiting moiety, helping to optimize productive ternary complex formation and improve degradation efficiency by reducing steric clashes and enabling favorable linker dynamics. As a modular reagent, it supports systematic linker-length and chemistry optimization in targeted protein degradation workflows, facilitating rapid synthesis and comparative evaluation of PROTAC candidates under experimentally defined conditions.

N,N'-DME-N-PEG2-Boc

Structure of 2279944-69-1

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Category
PROTAC Linker
Molecular Formula
C15H32N2O4
Molecular Weight
304.43
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C, protect from light
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[methyl-[2-(methylamino)ethyl]amino]ethoxy]ethoxy]propanoate
Synonyms
N,N'-DME-N-PEG2-tert-butyl ester; tert-Butyl 5-methyl-8,11-dioxa-2,5-diazatetradecan-14-oate; 2-Methyl-2-propanyl 5-methyl-8,11-dioxa-2,5-diazatetradecan-14-oate; 8,11-Dioxa-2,5-diazatetradecan-14-oic acid, 5-methyl-, 1,1-dimethylethyl ester
Boiling Point
374.7±27.0°C at 760 mmHg
Density
1.0±0.1 g/cm3
InChI Key
VROYCYWEWWSVEE-UHFFFAOYSA-N
InChI
InChI=1S/C15H32N2O4/c1-15(2,3)21-14(18)6-10-19-12-13-20-11-9-17(5)8-7-16-4/h16H,6-13H2,1-5H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCN(C)CCNC

This PROTAC linker, N,N'-DME-N-PEG2-Boc, is designed to provide a flexible ether-containing spacer while incorporating a tert-butyl ester-protected carboxylic acid for controlled conjugation. Its structural features support efficient assembly of bifunctional degraders by enabling attachment of targeting ligands under standard synthetic workflows. The subsequent sections describe the linker’s structure-related properties and practical reactivity considerations for PROTAC construction.

Structure: The linker contains a PEG-based ethylene glycol segment that imparts conformational flexibility and improved solubility. It contains one tertiary amine, one N-methyl secondary amine, and a tert-butyl ester-protected carboxylic acid; there is no N,N′-dimethyl ether motif.

Reactivity: The tert-butyl ester is typically cleaved under acidic conditions to reveal a carboxylic acid for subsequent coupling; the N-methyl secondary amine is already present as an amine handle. The ether linkages and amine functionalities are generally compatible with common coupling chemistries, provided conditions avoid unnecessary side reactions. For PROTAC assembly, standard coupling strategies using activated carboxylic acids or appropriate electrophiles can be applied to form the required linker–ligand connections.

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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

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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