Scheme 2.

Syntheses of standard and precursor, and radiolabeling of [¹¹C]MPPO

^aReagents and conditions: (i) K₂CO₃, MeOH, 96%. (ii) 3,4-dihydro-2H-pyran, PPTS, CH₂Cl₂, 85%. (iii) PPh₃, 120 °C. (iv) 2-methoxybenzaldehyde, LiHMDS, THF, 56% over two steps. (v) Pd/C, H₂, MeOH, 99%. (vi) p-Toluenesulfonic acid monohydrate, MeOH, 89%. (vii) (COCl)₂, DMSO, Et₃N, CH₂Cl₂, 83%. (viii) 14, iPrMgCl, THF. (ix) Dess-Martin periodinane, CH₂Cl₂, 51% over two steps. (x) BBr₃, CH₂Cl₂, 58%.