title: Synthesis of 1'-C-cyano pyrimidine nucleosides and characterization as HCV polymerase inhibitors.
abstract: Ribose modified 1'-C-cyano pyrimidine nucleosides were synthesized. A silver triflate mediated Vorbrüggen reaction was used to generate the nucleoside scaffold and follow-up chemistry provided specific ribose modified analogs. Nucleosides and phosphoramidate prodrugs were tested for their anti-HCV activity.
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Thorsten A
authors.initials: TA
authors.lastname: Kirschberg
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Michael
authors.initials: M
authors.lastname: Mish
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Neil H
authors.initials: NH
authors.lastname: Squires
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Zonte
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Evangelos
authors.initials: E
authors.lastname: Aktoudianakis
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Sammy
authors.initials: S
authors.lastname: Metobo
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Thomas
authors.initials: T
authors.lastname: Butler
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Xie
authors.initials: X
authors.lastname: Ju
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Aesop
authors.initials: A
authors.lastname: Cho
authors.affiliation: a Medicinal Chemistry, Gilead Sciences , Foster City , CA , USA.
authors.forename: Adrian S
authors.initials: AS
authors.lastname: Ray
authors.affiliation: b Kainos Medicine, Inc. , Seoul , Republic of Korea.
authors.forename: Choung U
authors.initials: CU
authors.lastname: Kim
mesh_terms: D060326:Chemistry Techniques, Synthetic; D012321:DNA-Directed RNA Polymerases / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D016174:Hepacivirus / Q000201:enzymology*; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D004791:Enzyme Inhibitors; D011741:Pyrimidine Nucleosides; D012321:DNA-Directed RNA Polymerases
keywords: 1′-cyano pyrimidine nucleosides; HCV; Nucleosides