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Merck
CN

943487

tert-Butyl (2-(2-(2-hydroxyethoxy)ethoxy)ethyl)carbamate

≥95%

Synonym(s):

N-Boc-PEG3-alcohol, Boc-N-amido-PEG3-alcohol, Boc-NH-PEG3-OH, PROTAC Linker-10

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About This Item

Empirical Formula (Hill Notation):
C11H23NO5
CAS Number:
139115-92-7
Molecular Weight:
249.30
MDL number:
MFCD07357496

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SMILES string

O=C(OC(C)(C)C)NCCOCCOCCO

InChI key

FMLOTGGIHAYZLW-UHFFFAOYSA-N

InChI

InChI=1S/C11H23NO5/c1-11(2,3)17-10(14)12-4-6-15-8-9-16-7-5-13/h13H,4-9H2,1-3H3,(H,12,14)

assay

≥95%

form

viscous liquid

reaction suitability

reagent type: cross-linking reagent
reaction type: Esterifications, reagent type: cross-linking reagent
reaction type: PROTAC formation, reagent type: cross-linking reagent
reaction type: Pegylations

color

colorless to pale yellow

functional group

(Dual Functional Groups, Hydroxyl Terminus, which enables further derivatization (e.g., esterification or coupling) and Boc-Protected Amine, which can be deprotected under mild acidic conditions to yield a free amine for coupling)

storage temp.

2-8°C

Quality Level

100

General description

N-Boc-PEG3-alcohol is a versatile PEG₃ (polyethylene glycol) spacer featuring both a terminal hydroxyl and a Boc-protected amine. The PEG spacer confers hydrophilicity and flexibility, while the two functional groups allow orthogonal chemistry: the hydroxyl can be derivatized (e.g., esterification, activation), and the Boc can be selectively removed under mild acidic conditions to free an amine for coupling. This makes it an ideal linker in PROTACs, ADCs, PEGylation strategies, and other bioconjugation or drug-delivery constructs.

Application

  • Bioconjugation & Linker Chemistry: Particularly in synthesizing PROTACs, antibody-drug conjugates (ADCs), and polymer-drug conjugates.
  • Cross-Linking Agent: Used for incorporating a flexible, hydrophilic spacer, useful in peptidomimetic synthesis and integrin substrate studies.
  • Drug Delivery & Materials Research: PEGylation of peptides, proteins, or small molecules to enhance solubility, bioavailability, or reduce immunogenicity.

Features and Benefits

  • Hydrophilic PEG Spacer (PEG3): Improves solubility in aqueous media and flexibility in bioconjugation.
  • Dual Functional Groups, Hydroxyl Terminus, which enables further derivatization (e.g., esterification or coupling) and Boc-Protected Amine, which can be deprotected under mild acidic conditions to yield a free amine for coupling.
  • Versatile Building Block: Suitable as a cross-linker, in PROTAC linker designs, and drug delivery research.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000515723
0000515723
0000500645
0000500645

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