Synthetic routes to D-giucose derivatives labelled
= 1.6 hr)
= 56 hr) and with either the positron emitter 75Br
or the single photon emitters 77Br
123 I (T1/2 13.3 hr) in positions 2 or 3 were investigated in order to prepare useful tracers for glucose utilization studies in brain and heart. 3-Deoxy-3-iodo-D-giucose and 3-deoxy-3-bromo-Dglucose were prepared from 1,2:5,6-di-isopropylidene-Dallose via its triflate in 10-20 % radiochemical yield.
2-Deoxy-2-iodo-D-glucose and 2-deoxy-2-bromo-D-glucose could not be prepared by the routes presented in this publication. On the route to these compounds, some intermediates of possible use as tracers f o r glucose utilization were prepared, namely the methyl glucosides methyl 2-deoxy-2-iodo-A-D-glucopyranoside (MIDG) and methyl 2-deoxy-2bromo-6-D-glucopyranoside (MBDG) and the acetylated methyl glucosides methyl 3,4,6-tri-O-acetyl-2-deoxy-2-iodo-6-Dglucopyranoside (MTIG) and methyl 3,4,6-tri-O-acety1-2deoxy-2-bromo-A-D-glucopyranoside (MTBG). Radiochemical yields f r o m 3,4,6-tri-O-acetyl-D-glucal, halide ion and dichloramin T were 35 % for MTBG, 40 % for MTIG, 15 % for MBDG and 20 % for MIDG. Preparation times were less than 2 h o u r s .