(R)-FIPCT

Chemical Name: 3exo-(4-Chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2exo-carboxylic acid 2-fluoro-1(R)-methylethyl ester
项目整合开发状态: Preclinical
项目研究机构: Emory University (Originator)
合成路线:Treatment of (S)-glycidol (I) with triphenylmethyl chloride (Ph3CCl) in pyridine affords O-triphenylmethylglicydyl ether (II),which is then reduced with LiAlH4 in THF to provide alcohol (III).Hydrogenolysis of (III) over Pd/C in MeOH gives 1,2-propandiol (IV),which is then mesylated by means of methanesulfonyl chloride (MsCl) and Et3N in CH2Cl2 to furnish 1-mesyloxy-2-propanol (V).Treatment of tropane (VI) with a refluxing mixture of dioxane/H2O yields carboxylic acid (VII),which is converted into acid chloride (VIII) by means of phosphorus oxychloride (POCl3).Coupling of alcohol (V) with acid chloride (VIII) and Et3N in CH2Cl2 gives tropane derivative (IX),which is finally converted into the target compound by fluorination with tetrabutylammonium fluoride (TBAF) in THF.