Name: Boc-Aminooxy-PEG4-CH2-Boc
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Please store the product under the recommended conditions in the Certificate of Analysis.

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Room temperature in continental US; may vary elsewhere.

IUPACName

tert-butyl 2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]oxyethoxy]ethoxy]ethoxy]ethoxy]acetate

InChI Key

OJGYJBJFYUIXNY-UHFFFAOYSA-N

InChI

InChI=1S/C19H37NO9/c1-18(2,3)28-16(21)15-26-12-11-24-8-7-23-9-10-25-13-14-27-20-17(22)29-19(4,5)6/h7-15H2,1-6H3,(H,20,22)

SMILES

CC(C)(C)OC(=O)COCCOCCOCCOCCONC(=O)OC(C)(C)C

This doubly protected oligoether linker provides latent aminooxy and carboxyl functions for sequential, chemoselective assembly. After controlled deprotection, it can connect a carbonyl-bearing ligand and an amine-bearing partner while maintaining a flexible PROTAC spacer. Its structural and reactive features follow.

Structure: The linker comprises an oligoether chain capped by a carbamate-protected aminooxy group and a tert-butyl acetate. Ether bonds confer conformational flexibility, while carbamate and ester carbonyls protect nucleophilic aminooxy and acidic carboxyl functionality during intermediate synthetic operations.

Reactivity: Acidic deprotection releases the aminooxy group and carboxylic acid, although selective exposure may require carefully tuned conditions or a planned reaction sequence. The aminooxy terminus forms oximes with aldehydes or ketones under mildly acidic aqueous-organic conditions. The carboxyl terminus can undergo carbodiimide- or uronium-mediated amidation with an amine in a polar aprotic solvent and a nonnucleophilic base.

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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