GlucoSiFA and LactoSiFA: New Types of Carbohydrate-Tagged Silicon-Based Fluoride Acceptors for 18F-Positron Emission Tomography (PET)

Abstract

GlucoSiFA derivatives bearing an azide or alkynyl side chain were obtained from peracetyl-d-glucose using as key step a tosylate substitution by a SiFA thiolate obtained from 4-(di-tert-butylfluorsilyl)benzenethiol. In analogy, two-fold SiFA-substituted maltose and lactose derivatives were synthesized via bistosylates. Introduction of an ­acetal-protecting group in β-d-azidolactose allowed the synthesis of a LactoSiFA derivative bearing only one SiFA moiety.