Journal of labelled compounds and radiopharmaceuticals p. 965 - 974 (1999)
Update date:2022-08-04
Topics:
Dischino, Douglas D.
Cianci, Christopher
Krystal, Mark
Meanwell, Nicholas A.
Morimoto, Hiromi
Pearce, Bradley C.
Williams, Philip
Yu, Kuo-Long
Synthesis of 3H-labeled 2-hydroxy-N-[(1,3,3-trimethyl-[4,5,6-3H]cyclohexyl)methyli]-5-azidobenzamide, a photoaffinity analog of an influenza fusion inhibitor, is reported. Tritiation of a mixture of N-(t-butoxycarbonyl)-1,3,3-trimethylcyclohex-4 (or 5)-enylmethylamine via T2 and Pd/C, followed by coupling of the deprotected tritiated amine with acetyl 5-azidosalicylic acid chloride yielded the penultimate product. Subsequent deprotection and normal phase HPLC purification yielded the target compound with a radiochemical purity > 99% and a specific activity of 63 Ci/mmol.
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