t-Boc-N-amido-PEG11-alcohol

 CAS No.: 1556847-53-0  Cat No.: BP-501676  Purity: >95% 4.5  

t-Boc-N-amido-PEG11-alcohol is a protected, terminally functional polyethylene glycol linker designed for constructing PROTACs and other targeted protein degradation conjugates. Structurally, it comprises a PEG chain of extended length terminated with a primary alcohol, while the proximal amide functionality is protected as a tert-butoxycarbonyl (t-Boc) group, providing stability during linker assembly and enabling later deprotection to reveal a reactive amine for coupling. In PROTAC design, such PEG-based spacers are widely used to tune linker length and flexibility, reduce steric clashes between the target-binding ligand and the E3 ligase ligand, and improve overall conjugate solubility and handling. The alcohol handle supports derivatization to install complementary electrophiles or to form ester/ether connections, whereas the amide/amine functionality allows formation of stable bonds to neighboring fragments. This product is valuable for systematic linker optimization, facilitating reproducible synthesis of degradation candidates and supporting structure–activity relationship studies in targeted protein degradation research.

t-Boc-N-amido-PEG11-alcohol

Structure of 1556847-53-0

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Category
PROTAC Linker
Molecular Formula
C27H55NO13
Molecular Weight
601.72
Related CAS
159156-95-3 (polymer)
Appearance
Pale Yellow or White Solid

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

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Purity
>95%
Appearance
Pale Yellow or White Solid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
NHBoc-PEG11-OH; BocNH-PEG11-OH; N-Boc-PEG11-alcohol; tert-Butyl (32-hydroxy-3,6,9,12,15,18,21,24,27,30-decaoxadotriacontyl)carbamate; 2-Methyl-2-propanyl (32-hydroxy-3,6,9,12,15,18,21,24,27,30-decaoxadotriacont-1-yl)carbamate; 5,8,11,14,17,20,23,26,29,32-Decaoxa-2-azatetratriacontanoic acid, 34-hydroxy-, 1,1-dimethylethyl ester; Carbamic acid, N-(32-hydroxy-3,6,9,12,15,18,21,24,27,30-decaoxadotriacont-1-yl)-, 1,1-dimethylethyl ester
Boiling Point
644.3±55.0 °C at 760 mmHg
Density
1.098±0.06 g/cm3 (Predicted)
InChI Key
KGVDKOKPGBIPFJ-UHFFFAOYSA-N
InChI
InChI=1S/C27H55NO13/c1-27(2,3)41-26(30)28-4-6-31-8-10-33-12-14-35-16-18-37-20-22-39-24-25-40-23-21-38-19-17-36-15-13-34-11-9-32-7-5-29/h29H,4-25H2,1-3H3,(H,28,30)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO

t-Boc-N-amido-PEG11-alcohol is a polyethylene glycol-based linker building block designed to support PROTAC assembly by providing a flexible, hydrophilic spacer and a Boc-protected amine handle for controlled conjugation. Its polyethylene glycol segment promotes solubility and can help tune the effective distance and orientation between the target-binding ligand and the E3 ligase recruiter. The following sections describe its structural features and practical considerations for constructing PROTACs using this linker.

Structure: The linker contains a polyethylene glycol chain terminated with a primary alcohol and a Boc-protected amine functionality. It features ether linkages along the PEG backbone and a carbamate (t-Boc) protecting group, yielding a flexible, polar scaffold with hydrogen-bonding capability and favorable aqueous compatibility.

Reactivity: The primary alcohol enables formation of PROTAC-compatible derivatives via standard hydroxyl activation routes (for example, conversion to carbonate, ester, or leaving-group intermediates) under mild base or coupling conditions. The t-Boc-protected amine is typically deprotected using acid to reveal the reactive amine, which can then be coupled to carboxylic acid or activated ester partners using amide-forming chemistries. Common solvents include polar aprotic media, with coupling reagents selected to match the electrophile and minimize PEG degradation.

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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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