One pot preparation of 16alpha(18F)fluoroestradiol sulfamate compounds, useful as markers for estrogen receptor-positive tumors, from 16,17-O-sulfuryl-16-epiestriol derivatives

摘要

Preparation of 16 alpha (18F)fluoroestradiol sulfamate compounds (I) comprises reaction of the corresponding 16,17-O-sulfuryl-16-epiestriol derivatives (II) with (18F)fluoride, followed by 17-monosulfamoylation or 3,17-disulfamoylation of the resulting 16 alpha (18F)fluoroestradiol intermediate. Preparation of 16 alpha (18F)fluoroestradiol sulfamate compounds of formula (I) comprises reaction of the corresponding 16,17-O-sulfuryl-16-epiestriol derivatives of formula (II) with (18F)fluoride, followed by 17-monosulfamoylation or 3,17-disulfamoylation of the resulting 16 alpha (18F)fluoroestradiol intermediate. R1, R2 = H or SO2NR5R6, provided that R1 and R2 are not both H; R5, R6 = H, 1-7C alkyl or 2-8C alkanoyl, or R5+R6 together form 3-7C cycloalkyl; R3 = CH3 or ethyl; R4 = methoxymethyl, ethoxyethyl, allyl, vinyl, pyranyl, benzyl, tert.-butyl or 2-13C alkanoyl.