t-Boc-N-amido-PEG1-bromide

 CAS No.: 164332-88-1  Cat No.: BP-500656  Purity: >98.0% 4.5  

t-Boc-N-amido-PEG1-bromide is a short, functionalized polyethylene glycol (PEG) linker building block featuring a terminal bromide for electrophilic conjugation and an N-amide handle protected as a tert-butoxycarbonyl (t-Boc) group. Structurally, it provides a minimal PEG spacer that can be incorporated into PROTAC architectures to tune linker length, solubility, and the spatial presentation of the warhead and the E3-ligase–binding ligand. In targeted protein degradation designs, the bromide enables efficient attachment to nucleophilic sites on partner molecules (e.g., amines or related nucleophiles) to form a stable linker connection, while deprotection of the t-Boc group can reveal a reactive amide-forming functionality for subsequent coupling steps. This product is valuable for researchers optimizing conjugation chemistry and evaluating how short PEG spacers influence ternary complex formation, degradation potency, and physicochemical properties of PROTAC candidates.

t-Boc-N-amido-PEG1-bromide

Structure of 164332-88-1

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Category
PROTAC Linker
Molecular Formula
C9H18BrNO3
Molecular Weight
268.15
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>98.0%
Solubility
Soluble in DCM, DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Liquid
ShelfLife
0-4°C for short term (days to weeks), or -20°C for long term (months).
Storage
Store at 2-8°C, keep in dry and avoid sunlight
Shipping
Room temperature, or blue ice upon request.
IUPACName
tert-butyl N-[2-(2-bromoethoxy)ethyl]carbamate
Synonyms
Br-PEG1-NHBoc; tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate; Boc-NH-PEG1-Br; N-Boc-2-(2-bromoethoxy)ethanamine; BocNH-PEG1-CH2CH2Br; Carbamic acid, N-[2-(2-bromoethoxy)ethyl]-, 1,1-dimethylethyl ester; N-Boc-PEG1-bromide; 2-Methyl-2-propanyl [2-(2-bromoethoxy)ethyl]carbamate
Boiling Point
336.6±0.0 °C at 760 mmHg
Density
1.283±0.06 g/cm3 (Predicted)
InChI Key
DMOPZPBTLCZSGL-UHFFFAOYSA-N
InChI
InChI=1S/C9H18BrNO3/c1-9(2,3)14-8(12)11-5-7-13-6-4-10/h4-7H2,1-3H3,(H,11,12)
SMILES
CC(C)(C)OC(=O)NCCOCCBr

t-Boc-N-amido-PEG1-bromide, provides a protected amide functionality paired with a bromide leaving group, enabling modular assembly of bifunctional degraders. Its PEG-based spacer supports controlled spatial presentation between ligand-binding elements, often improving conjugation flexibility and maintaining productive ternary complex formation. The following sections describe its structural features and practical reactivity considerations for PROTAC construction.

Structure: The molecule contains a Boc-protected amide linked to a short polyethylene glycol segment terminating in a bromide. Key features include an amide linkage, Boc carbamate protection, ether-rich PEG connectivity, and a terminal carbon–bromine bond suitable for substitution chemistry.

Reactivity: The bromide group can participate in nucleophilic substitution to install the linker onto nucleophile-bearing PROTAC intermediates, while the Boc group enables orthogonal protection during coupling. Typical strategies involve base-mediated substitution in polar aprotic solvents, followed by Boc deprotection under standard acidolysis conditions to reveal the amide nitrogen for subsequent amide-forming or coupling steps.

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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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