3-(2-(benzyloxy)ethoxy)propan-1-ol

 CAS No.: 131326-24-4  Cat No.: BP-501002 4.5  

3-(2-(benzyloxy)ethoxy)propan-1-ol is a flexible, ether- and alcohol-functional linker featuring a benzyloxy-protected ethoxy segment connected to a three-carbon propanol chain. Structurally, it provides a controllable spacer length and conformational freedom, while the terminal hydroxyl group enables downstream functionalization (e.g., conversion to activated esters or coupling handles) commonly used to connect ligands in PROTAC architectures. In targeted protein degradation designs, such linkers are selected to tune the relative orientation and effective reach between the E3-ligase-binding moiety and the target-binding ligand, thereby improving the probability of productive ternary complex formation and stabilizing the geometry required for ubiquitination. Its ether linkage and benzyloxy group can also support synthetic strategies where temporary protection is advantageous during multi-step conjugation. Researchers value this type of linker for systematic structure–activity relationship studies, where linker length, polarity, and functional-group compatibility strongly influence degradation potency and selectivity.

3-(2-(benzyloxy)ethoxy)propan-1-ol

Structure of 131326-24-4

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PROTAC Linker
Molecular Formula
C₁₂H₁₈O₃
Molecular Weight
210.27
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Liquid

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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IUPACName
3-(2-phenylmethoxyethoxy)propan-1-ol
Synonyms
3-(2-(Benzyloxy)ethoxy)propan-1-ol; Benzyl-PEG1-propanol; 131326-24-4; 3-[2-(benzyloxy)ethoxy]propan-1-ol; 3-(2-phenylmethoxyethoxy)propan-1-ol; SCHEMBL9329658; ZDJPMWXVMPGCOC-UHFFFAOYSA-N; AT19981
InChI Key
ZDJPMWXVMPGCOC-UHFFFAOYSA-N
InChI
InChI=1S/C12H18O3/c13-7-4-8-14-9-10-15-11-12-5-2-1-3-6-12/h1-3,5-6,13H,4,7-11H2
SMILES
C1=CC=C(C=C1)COCCOCCCO

3-(2-(benzyloxy)ethoxy)propan-1-ol, provides a flexible, ether-rich scaffold with a terminal primary alcohol handle suitable for conjugation to targeting ligands and E3-recruiting modules. Its benzyloxy-protected ethoxy segment supports controlled synthetic staging, while the hydroxyl functionality enables robust derivatization strategies used in PROTAC construction. The

Structure: The linker contains an aliphatic propanol core bearing an ether chain and a benzyloxy-protected ethoxy substituent. It features C–O ether and C–O alcohol bonds, aromatic benzyl ether linkage, and a terminal primary alcohol that can be selectively functionalized. Overall, it is an oxygen-rich, conformationally flexible organic scaffold.

Reactivity: The terminal primary alcohol can be converted to activated intermediates for coupling to PROTAC components via esterification or ether formation, commonly using carbodiimide-based coupling systems for carboxyl partners or alkylation/halide substitution strategies for nucleophiles. The benzyloxy group is typically stable under mild conditions but can be removed by hydrogenolysis or strong acid to reveal additional hydroxyl functionality. Solvent choice and protection compatibility should be optimized to preserve ligand integrity.

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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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