Buciclovir, DHBG-(R)
Chemical Name: (R)-9-(3,4-Dihydroxybutyl)guanine; (R)-2-Amino-9-(3,4-dihydroxybutyl)-1,9-dihydro-6H-purin-6-one
CAS No. 86304-28-1
项目整合开发状态: Biological Testing
项目研究机构: AstraZeneca (Originator)
合成路线:The condensation of 2-amino-6-chloropurine (I) with ethyl 4-bromo-2-hydroxybutyrate (II) by means of K2CO3 in DMF gives ethyl 4-(2-amino-6-chloropurin-9-yl)-2-hydroxybutyrate (III),which 8-hydrolyzed with refluxing aqueous HCl yielding 4-(9-guanyl)-2-hydroxybutyric acid (IV).The esterification of (IV) with ethanol - HCl affords the corresponding ethyl ester (V),which is finally reduced with NaBH4 in refluxing isopropanol.
📌 参考资料/链接：
参考文献标题:Derivatives of guanine for combating herpes virus infections
文献作者:Hagberg,C.-E.; et al.(AstraZeneca AB)
参考来源:EP 0055239; US 4495190; WO 8202202
📄 详细内容
合成路线:The condensation of 2-amino-6-chloropurine (I) with ethyl 4-bromo-2-hydroxybutyrate (II) by means of K2CO3 in DMF gives ethyl 4-(2-amino-6-chloropurin-9-yl)-2-hydroxybutyrate (III),which 8-hydrolyzed with refluxing aqueous HCl yielding 4-(9-guanyl)-2-hydroxybutyric acid (IV).The esterification of (IV) with ethanol - HCl affords the corresponding ethyl ester (V),which is finally reduced with NaBH4 in refluxing isopropanol.
参考文献标题:Buciclovir
文献作者:Serradell,M.N.; Hopkins,S.J.; Castar,J.
参考来源:Drugs Fut 1985,10(11),894
合成路线:The condensation of 2-amino-6-chloropurine (I) with ethyl 4-bromo-2-hydroxybutyrate (II) by means of K2CO3 in DMF gives ethyl 4-(2-amino-6-chloropurin-9-yl)-2-hydroxybutyrate (III),which 8-hydrolyzed with refluxing aqueous HCl yielding 4-(9-guanyl)-2-hydroxybutyric acid (IV).The esterification of (IV) with ethanol - HCl affords the corresponding ethyl ester (V),which is finally reduced with NaBH4 in refluxing isopropanol.
参考文献标题:The synthesis and antiherpetic activity of DHBG and some analogs
文献作者:Johansson,N.G.; Datema,R.; Ericson,A.C.; Lindborg,B.; Oberg,B.; Larsson,A.; Stening,G.; Eklind,K.; Kovocs,S.; Hagberg,C.E.
参考来源:Nucleosides Nucleotides 1985,4(1&2),303
产品链接: CAS No. 86304-28-1››