CVT-2759
Chemical Name: 5'-O-(N-Methylcarbamoyl)-N6-[tetrahydrofuran-3(R)-yl]adenosine
项目整合开发状态: Preclinical
项目研究机构: CV Therapeutics (Originator)
合成路线:The reaction of the chloropurine (I) with tetrahydrofuran-2(R)-amine (II) gives N6-(furan-2(R)-yl)adenosine (III),which is treated with 2,2-dimethoxypropane and Ts-OH in hot DMF to yield N6-(furan-2-(R)-yl)-2'O,3'O-isopropylideneadenosine (IV).The reaction of (IV) with CDI and methylamine in THF affords N6-(furan-2-(R)-yl)-2'O,3'O-isopropylidene-5'O-(N-methylcarbamoyl)adenosine (V),which is finally deprotected with HOAc in hot water to provide the target adenosine derivative.
📌 参考资料/链接：
参考文献标题:N6 Heterocylic 5' modified adenosine derivs.
文献作者:Belardinelli,L.; Zablocki,J.A.; Palle,V.P.; Ibrahim,P.N.; Varkhedkar,V.(CV Therapeutics,Inc.)
参考来源:US 6258793; WO 0140244; WO 0140245
📄 详细内容
合成路线:The reaction of the chloropurine (I) with tetrahydrofuran-2(R)-amine (II) gives N6-(furan-2(R)-yl)adenosine (III),which is treated with 2,2-dimethoxypropane and Ts-OH in hot DMF to yield N6-(furan-2-(R)-yl)-2'O,3'O-isopropylideneadenosine (IV).The reaction of (IV) with CDI and methylamine in THF affords N6-(furan-2-(R)-yl)-2'O,3'O-isopropylidene-5'O-(N-methylcarbamoyl)adenosine (V),which is finally deprotected with HOAc in hot water to provide the target adenosine derivative.
参考文献标题:A1 adenosine receptor agonist- SAR of 5'-carbamates and 5'-thionocarbamates of N6-substituted adenosine derivatives
文献作者:Palle,V.P.; et al.
参考来源:223rd ACS Natl Meet (April 7 2002,Orlando) 2002,Abst MEDI 23