An iterative synthesis of radiolabelled polyethylene glycol oligomers

Autor: Jon F. Denissen, Hugh N. Nellans, Robert G. Maki, Joseph F. Dellaria, Francis A. J. Kerdesky, Daniel J. Hoffman
Rok vydání: 1989
Předmět:
Zdroj: Journal of Labelled Compounds and Radiopharmaceuticals. 27:1437-1450
ISSN: 0362-4803
DOI: 10.1002/jlcr.2580271211
Popis: A synthetic method has been developed for the iterative preparation of unlabelled and 3H-polyethylene glycol (PEG) oligomers. The strategy involved alkylating the sodium anion of mono-tritylated ethylene glycol oligomers (Ph3C[OCH2CH2]nOH, n=1−28) with O-tosyl-O-allyl-triethylene glycol or O-tosyl-O-allyl-pentaethylene glycol. Subsequent ozonolysis of the terminal olefin followed by reduction with NaBH4 or NaB[3H]4 provided the next higher mono-tritylated ethylene glycol oligomer which could be deprotected to the final glycol oligomer (H[OCH2CH2]nOH, n=4−34) or carried on in the iterative process. The method provides discrete PEG oligomers of high specific activity (20.6–48.6 mCi/mmoL) in 96–98% radiochemical purity.
Databáze: OpenAIRE