Tetrahedron p. 4601 - 4608 (1987)
Update date:2022-08-05
Topics:
Ashwell, Mark
Jones, A. Stanley
Kumar, Ajit
Sayers, Jon R.
Walker, Richard T.
et. al.
A method for the synthesis of the potent anti-herpes agent, (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU) (1) is described.A trace bye-product of the synthesis has been identified as 5-(1,2-dibromo-2-succinimidoethyl)-2'-deoxyuridine (5).A similar bye-product, 5-(1,2-dibromo-2-succinimidoethyl)uridine (4) is formed during the synthesis of (E)-5-(2-bromovinyl)uridine (3).The following derivatives of BVDU have been synthesised: 3'-O-methyl (8), 3-methyl (9), 4-O-ethyl (11), O2,5'-anhydro-(E)-5-(2-bromovinyl)-2'-deoxyuridine (13) and (E)-5-(2-bromovinyl)-2'-deoxyisocytidine (15).Whereas compounds 8, 9 and 15 showed little, if any, antiviral activity, 11 and, in particular, 13, were significantly active against herpes simplex virus type 1 and varicella-zoster virus.
View MoreSuqian Ruixing Chemical Co., Ltd.
Contact:+86-527-80805666（总机）;84836008(销售)
Address:3 Jingsilu, Zone north, Hubin Xincheng Development Park, Suqian, China
Chemtrade International ( China )
Contact:+86-532-86893005
Address:Rm 2-501, Huaxia Zonghe Building, No. 410 JInggangshan Road, Huangdao
Chengdu D-Innovation Pharmaceutical Co., Ltd
Contact:86-28-85105536
Address:1001, B6, No.88 Keyuan South Road, Chengdu Hi-Tech Zone
Contact:86-511-85210668 0511-85210668, 85210818, 85210898
Address:Yihai Garden E-902,NO.99 Daxi RD., Zhenjiang Jiiangsu ,China
Contact:86-512-69362780,69362785
Address:No.69 Weixin Road,Weiting Town,Suzhou Industrial Park
Doi:10.1016/j.bmcl.2013.09.006
(2013)Doi:10.1021/ol402749s
(2014)Doi:10.1021/acs.joc.5b00139
(2015)Doi:10.1016/j.ejmech.2008.09.011
(2009)Doi:10.1248/cpb.35.3576
(1987)Doi:10.1016/j.bmcl.2009.01.047
(2009)
