合成路线:This compound can be obtained in two different ways:1) The acylation of 5-amino-1-beta-D-ribofuranosylimidazole-4-carboxamide (I) with propionic anhydride (A) in pyridine gives the corresponding tri-O-propionyl derivative (II),which by treatment with POCl3 and triethylamine in CHCl3 is converted into 5-amino-4-cyano-1-(2,3,5-tri-O-propionyl-beta-D-ribofuranosyl)imidazole (III).The hydrolysis of (III) with methanolic ammonia yields 5-amino-4-cyano-1-beta-D-ribofuranosylimidazole (IV),which is finally cyclized with phenylcyanamide (V) in methanolic ammonia at 180 C in a pressure vessel.This cyclization can also be performed with (III) and (V) directly,using the same procedure.2) By reaction of 2-bromoadenosine (VI) with aniline (VII) in 2-methoxyethanol at 120 C.
参考文献标题:2,6-Diaminonebularine derivs.
文献作者:Marumoto,R.; et al.(Takeda Chemical Industries,Ltd.)
参考来源:US 3936439
合成路线:This compound can be obtained in two different ways:1) The acylation of 5-amino-1-beta-D-ribofuranosylimidazole-4-carboxamide (I) with propionic anhydride (A) in pyridine gives the corresponding tri-O-propionyl derivative (II),which by treatment with POCl3 and triethylamine in CHCl3 is converted into 5-amino-4-cyano-1-(2,3,5-tri-O-propionyl-beta-D-ribofuranosyl)imidazole (III).The hydrolysis of (III) with methanolic ammonia yields 5-amino-4-cyano-1-beta-D-ribofuranosylimidazole (IV),which is finally cyclized with phenylcyanamide (V) in methanolic ammonia at 180 C in a pressure vessel.This cyclization can also be performed with (III) and (V) directly,using the same procedure.2) By reaction of 2-bromoadenosine (VI) with aniline (VII) in 2-methoxyethanol at 120 C.
参考文献标题:CV-1808
文献作者:Castar,J.; Serradell,M.N.; Blancafort,P.; Thorpe,P.J.
参考来源:Drugs Fut 1981,6(4),222
合成路线:The reaction of guanosine-2',3',5'-triacetate (I) with amyl nitrite and bromoform at 90 C gives 2-bromoinosine-2',3',5'-triacetate (II),which is condensed with aniline (III) in refluxing methanol to afford N-phenylguanosine-2',3',5'-triacetate (IV).The reaction of (IV) with POCl3 and N,N-dimethylaniline in refluxing acetonitrile gives 6-chloro-N-phenyl-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine-2-amine (V),which is finally treated with ammonia in methanol to give CV-1808.
参考文献标题:Studies toward synthesis of C2-substituted adenosines: An efficient synthesis of 2-(phenylamino)adenosine [CV-1808]
文献作者:Trivedi,B.K.
参考来源:Nucleosides Nucleotides 1988,7(3),393
合成路线:This compound can be obtained in two different ways:1) The acylation of 5-amino-1-beta-D-ribofuranosylimidazole-4-carboxamide (I) with propionic anhydride (A) in pyridine gives the corresponding tri-O-propionyl derivative (II),which by treatment with POCl3 and triethylamine in CHCl3 is converted into 5-amino-4-cyano-1-(2,3,5-tri-O-propionyl-beta-D-ribofuranosyl)imidazole (III).The hydrolysis of (III) with methanolic ammonia yields 5-amino-4-cyano-1-beta-D-ribofuranosylimidazole (IV),which is finally cyclized with phenylcyanamide (V) in methanolic ammonia at 180 C in a pressure vessel.This cyclization can also be performed with (III) and (V) directly,using the same procedure.2) By reaction of 2-bromoadenosine (VI) with aniline (VII) in 2-methoxyethanol at 120 C.
参考文献标题:Synthesis and coronary vasodilating activity of 2-substituted adenosines
文献作者:Marumoto,R.; et al.
参考来源:Chem Pharm Bull 1975,23(4),759-774
产品链接: CAS No. 53296-10-9››