BASE-MEDIATED DECOMPOSITION OF A MANNOSE TRIFLATE DURING THE SYNTHESIS OF 2-DEOXY-2-F-18-FLUORO-D-GLUCOSE

被引：16

作者：

CHIRAKAL, R ^{[1
]}

MCCARRY, B ^{[1
]}

LONERGAN, M ^{[1
]}

FIRNAU, G ^{[1
]}

GARNETT, S ^{[1
]}

机构：

[1] MCMASTER UNIV,DEPT CHEM,HAMILTON,ON L8S 4M1,CANADA

来源：

APPLIED RADIATION AND ISOTOPES | 1995年 / 46卷 / 03期

关键词：

D O I：

10.1016/0969-8043(94)00128-M

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The effect of potassium carbonate, potassium bicarbonate and potassium fluoride on the base-mediated decomposition of 1,3,4,6-tetra-O-acetyl-2-O-trifluoromethanesulphonyl-beta-D-mannopyranose (I) during the synthesis of 2-deoxy-2-F-18-fluoro-D-glucose (2-(18)FDG) was investigated using F-19-NMR. It has been shown that the addition of KF, K2CO3 or KHCO3 to solutions of I in acetonitrile containing 2,2,2-crypt resulted in the elimination of trifluoromethane-sulphonate anion from I presumably by an E2 mechanism. It has also been shown that the substitution of triflate by [F-18]fluoride is 90% complete in less than a minute when preparation of the dry [F-18]fluoride and the subsequent nucleophilic fluorination is done using a domestic microwave oven. Using this modified method the average yield of 2-(18)FDG after 30 production runs was found to be very reproducible (47 +/- 4% at the end of synthesis).

引用

页码：149 / 155

页数：7

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