(3-Iodopropyl)triethoxysilane

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 72 g (0.359 mol) of cyclam and 15 g of Na2CO3 (dried at 100° C. under 1 mm Hg for 24 h) are placed in 2.5 l of acetonitrile in a 6 l reactor under a stream of nitrogen. The mixture is brought to reflux, a solution of 24.2 g (0.073 mol) of iodopropyltriethoxysilane in 500 ml of acetonitrile is then added dropwise and then the reaction mixture is maintained at reflux for 48 h. After evaporating the solvent on a rotary evaporator (still under a nitrogen atmosphere), pentane is added to the residue and the excess cyclam is filtered off. This operation is repeated three times, the filtrates are combined, the pentane is evaporated and compound 1 is obtained in the form of a colorless oil (15 g, 50.8%). to reflux the reaction mixture is maintained at reflux for 48 h After evaporating the solvent on a rotary evaporator (still under a nitrogen atmosphere), pentane is added to the residue the excess cyclam is filtered off the pentane is evaporated

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 72 g (0.359 mol) of cyclam and 15 g of Na2CO3 (dried at 100° C. under 1 mm Hg for 24 h) are placed in 2.5 l of acetonitrile in a 6 l reactor under a stream of nitrogen. The mixture is brought to reflux, a solution of 24.2 g (0.073 mol) of iodopropyltriethoxysilane in 500 ml of acetonitrile is then added dropwise and then the reaction mixture is maintained at reflux for 48 h. After evaporating the solvent on a rotary evaporator (still under a nitrogen atmosphere), pentane is added to the residue and the excess cyclam is filtered off. This operation is repeated three times, the filtrates are combined, the pentane is evaporated and compound 1 is obtained in the form of a colorless oil (15 g, 50.8%). to reflux the reaction mixture is maintained at reflux for 48 h After evaporating the solvent on a rotary evaporator (still under a nitrogen atmosphere), pentane is added to the residue the excess cyclam is filtered off the pentane is evaporated

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A 5 L, 4-neck flask equipped with a heating mantle, a mechanical stirrer, a pot thermometer, an addition funnel, and a short Vigreux column with a distillation head connected to a nitrogen bubbler was charged with 2500 g of ethanol and 146.4 g of N-acetylglycine. This mixture was stirred at room temperature for 15 minutes. 110.5 g of potassium ethoxide were added while maintaining the pot temperature below 50° C. The mixture was heated to a pot temperature of 80° and 362.7 g of 3-iodopropyltriethoxysilane was added. Ethanol was removed by distillation until the pot temperature rose to 90° C. to 95° C. The reaction was followed by GC and heating continued for ˜100 hours until less than 10% of the 3-iodopropyltriethoxysilane remained. The flask and the contents were allowed to cool to room temperature and then filtered to give a clear to slightly hazy solution with 25-30% solids. A sample of solution was stripped of solvent at 120° C. and 1 mm vacuum to remove all solvents and unreacted starting materials. The product was purified by wiped film distillation at 190° C. at 0.5 mm. IR and NMR results were consistent with the target structure. A 5 L, 4-neck flask equipped with a heating mantle, a mechanical stirrer a pot thermometer, an addition funnel, and a short Vigreux column with a distillation head connected to a nitrogen bubbler while maintaining the pot temperature below 50° C was added Ethanol was removed by distillation until the pot temperature rose to 90° C. to 95° C heating continued for ˜100 hours until less than 10% of the 3-iodopropyltriethoxysilane to cool to room temperature filtered

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 4-(Hydroxymethyl)phenyl benzoate (1 g, 4.39 mmol) was dissolved in 20 mL of anhydrous tetrahydrofuran and cooled in an ice bath. A suspension of sodium hydride (60% suspension, 175 mg, 4.39 mmol) in 5 mL of anhydrous tetrahydrofuran was added dropwise under stirring. The resultant mixture was stirred at 0° C. for 1 hour. (3-Iodopropyl)triethoxysilane (1.46 g, 4.39 mmol) was added and the mixture was refluxed for 36 hours. The reaction crude was filtered, the solvent was removed under reduced pressure, and the resultant oil was chromatographed (hexane/ethyl acetate 8:2) thus affording 570 mg (1.32 mmol, yield=30%) of the title compound (HPLC purity=99.2%). cooled in an ice bath was added dropwise the mixture was refluxed for 36 hours The reaction crude was filtered the solvent was removed under reduced pressure the resultant oil was chromatographed (hexane/ethyl acetate 8:2)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Sodium iodide (15 g, 93.325 mmol) was dissolved in acetone and (3-chloropropyl)triethoxysilane (22 mL, 45.63 mmol) was added dropwise. The resultant mixture was shaken at 80° C. for 48 hours in argon. The reaction crude was cooled to room temperature, filtered and the solvent was removed under reduced pressure. A yellowish liquid (28.476 g) containing 90% of iodinated compound and 10% of the chlorinated reagent was obtained. Said liquid was kept for further use without purification. The reaction crude filtered the solvent was removed under reduced pressure A yellowish liquid (28.476 g) containing 90% of iodinated compound

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 72 g (0.359 mol) of cyclam and 15 g of Na2CO3 (dried at 100° C. under 1 mm Hg for 24 h) are placed in 2.5 l of acetonitrile in a 6 l reactor under a stream of nitrogen. The mixture is brought to reflux, a solution of 24.2 g (0.073 mol) of iodopropyltriethoxysilane in 500 ml of acetonitrile is then added dropwise and then the reaction mixture is maintained at reflux for 48 h. After evaporating the solvent on a rotary evaporator (still under a nitrogen atmosphere), pentane is added to the residue and the excess cyclam is filtered off. This operation is repeated three times, the filtrates are combined, the pentane is evaporated and compound 1 is obtained in the form of a colorless oil (15 g, 50.8%). to reflux the reaction mixture is maintained at reflux for 48 h After evaporating the solvent on a rotary evaporator (still under a nitrogen atmosphere), pentane is added to the residue the excess cyclam is filtered off the pentane is evaporated