Synthesis of labeled (10R)‐Juvenile hormone III bisepoxide, and its photoaffinity analog, [12‐3H]‐(10R)‐6,7,10,11‐bisepoxyfarnesyl diazoacetate (BEFDA)

Radiolabeled optically‐active JH III bisepoxide ([3H]‐(10R)‐JHB3) was synthesized from [12‐3H] (10R)‐JH III using dimethyldioxirane to give an inseparable mixture of diastereomers with the trans‐6,7‐epoxide syn or anti to the existing 10,11‐epoxide. [3H]‐(10R)‐JHB3 (or the unlabeled material) was converted in three steps to the corresponding (10R)‐6,7,10,11‐bisepoxyfarnesyl diazoacetate (BEFDA), a photoaffinity label for JHB3 receptors and binding proteins.