t-boc-N-amido-PEG2-alcohol

 CAS No.: 139115-91-6  Cat No.: BP-500007  Purity: ≥95% 4.5  

t-Boc-N-amido-PEG2-alcohol is a short, linear polyethylene glycol (PEG) linker building block featuring a terminal alcohol and an N-amide functionality protected as a tert-butoxycarbonyl (t-Boc) group. Structurally, it provides a flexible, hydrophilic spacer of two ethylene glycol units that can be incorporated into PROTAC architectures to tune solubility, reduce non-specific hydrophobic interactions, and modulate the effective distance and orientation between the ligand moieties. In targeted protein degradation designs, this linker is typically used to connect an E3 ligase-binding ligand or a target-binding ligand through amide-forming coupling chemistry, while the terminal alcohol enables further derivatization (e.g., conversion to activated intermediates) for controlled conjugation. Its utility lies in enabling systematic linker optimization, supporting reproducible synthesis of degraders, and improving experimental handling in aqueous or buffer-based assays, thereby facilitating evaluation of how linker length and polarity influence ternary complex formation and degradation potency.

t-boc-N-amido-PEG2-alcohol

Structure of 139115-91-6

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Category
PROTAC Linker
Molecular Formula
C9H19NO4
Molecular Weight
205.25
Related CAS
159156-95-3 (polymer)
Appearance
Colorless to Light Orange to Yellow Clear Liquid

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

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Purity
≥95%
Solubility
Soluble in Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Appearance
Colorless to Light Orange to Yellow Clear Liquid
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere
IUPACName
tert-butyl N-[2-(2-hydroxyethoxy)ethyl]carbamate
Synonyms
NHBoc-PEG2-OH; N-Boc-PEG2-alcohol; tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate; 2-(2-Boc-aminoethoxy)ethanol; [2-(2-Hydroxyethoxy)ethyl]carbamic Acid 1,1-Dimethylethyl Ester; 2-(2-tert-Butoxycarbonylaminoethoxy)ethanol; N-Boc-2-aminoethyl 2-hydroxyethyl Ether; N-[2-(2-Hydroxyethoxy)ethyl]carbamic acid tert-butyl ester; Carbamic acid, N-[2-(2-hydroxyethoxy)ethyl]-, 1,1-dimethylethyl ester; Boc-NH-PEG2
Boiling Point
332.9±22.0°C (Predicted)
Density
1.061 g/mL at 25°C
InChI Key
KSFVNEXYCULLEJ-UHFFFAOYSA-N
InChI
InChI=1S/C9H19NO4/c1-9(2,3)14-8(12)10-4-6-13-7-5-11/h11H,4-7H2,1-3H3,(H,10,12)
SMILES
CC(C)(C)OC(=O)NCCOCCO

t-boc-N-amido-PEG2-alcohol, provides a polyethylene glycol–based spacer bearing a protected amide functionality and a terminal alcohol for modular bioconjugation. Its flexible, hydrophilic architecture can improve solubility and reduce steric constraints between targeting and recruiting modules. The Boc-protected amide enables controlled coupling strategies, making the linker well-suited for assembling degraders through stepwise synthesis. The structure and reactivity considerations are described in detail below.

Structure: The linker features an ethylene glycol–derived PEG segment that confers conformational flexibility and hydrophilicity. It contains an amide linkage and a Boc-protected nitrogen, along with a terminal alcohol for further derivatization. Key functional groups include carbamate, amide, and hydroxyl functionalities.

Reactivity: The terminal alcohol supports ether or ester formation and can be converted to activated leaving-group derivatives for subsequent coupling. The Boc-protected amide nitrogen is typically unmasked under acid treatment to enable amide bond formation with activated carboxylic acids or acyl chlorides. Coupling commonly proceeds via nucleophilic acyl substitution, often using standard peptide-coupling reagents, with polar aprotic solvents and inert atmosphere conditions to minimize side reactions.

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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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