(+)-ROD-188

Chemical Name: (+)-5(R)-[2-(4-Methylphenylsulfonyl)-1,2,3,4-tetrahydroisoquinolin-1(R)-yl]tetrahydrofuran-2-one
CAS No. 309267-40-1
项目整合开发状态: Preclinical
项目研究机构: CNRS (Originator), Universit鋞 Bern (Originator), Universit鋞 Wien (Originator)
合成路线:Reaction of 3,4-dihydroisoquinoline (I) with benzyl chloroformate in acetonitrile afforded the isoquinolinium salt (II),which was coupled in situ with 2-(tert-butyldimethylsilyloxy)furan (III) to produce a diastereomeric mixture of threo (IV) and erythro (V) adducts.After chromatographic isolation of the desired threo-isomer (IV),catalytic hydrogenation of the furanone double bond and simultaneous removal of the carbobenzoxy group furnished the tetrahydroisoquinoline (VI).This was converted to the target sulfonamide using p-toluenesulfonyl chloride (VII) and triethylamine.The enantiomers were then separated by means of chiral HPLC.