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. Author manuscript; available in PMC: 2010 Mar 1.
Published in final edited form as: Bioconjug Chem. 2009 Mar;20(3):591–602. doi: 10.1021/bc800515d

Scheme 1.

Scheme 1

Synthesis and radiohalogenation of n-propylamide derivatives of closo-decaborate(2-) and closo-dodecaborate(2-). Circles in cage structures represent B (when substituted) or BH atoms.

a(nBu)4NBr, H2O, 86%; b120 IR ion exchange (Na), 100%; coxalyl chloride, anhyd. CH2Cl2, 0°C-rt, 30 min: 7a, 71%, 7b, 83%; doxalyl chloride, anhyd. CH2Cl2, reflux, 3h, 8, 78%; en-propylNH2, Et3N, anhyd. CH3CN, rt, 16h, 1a, 83%, 1d, 79%; fn-propylNH2, rt, 16h, 2a, 84%; fNa[*X], ChT, MeOH/H2O, rt: [125I]1b, 2 min, 86%, [211At]1c, 5 min, 84%, [125I]1e, 1 min, 82%; [125I]2b, 2 min, 68%; [211At]2c, 10 min, 53%.