title: Synthesis of novel pyrophosphorothiolate-linked dinucleoside cap analogues in a ball mill.
abstract: Michaelis-Arbuzov reactions of S-aryl disulfide derivatives of 3'-thiothymidine or 5'-thioadenosine with tris(trimethylsilyl) phosphite proceeded in high yields to the corresponding phosphorothiolate monoesters. Subsequent hydrolytic desilylation and phosphate coupling were effected in one-pot using liquid-assisted grinding in a vibration ball mill. Novel 3',5'- and 5',5'-pyrophosphorothiolate-linked dinucleoside cap analogues were thereby prepared.
authors.affiliation: School of Chemistry and Chemical Engineering, Queen's University Belfast, David Keir Building, Stranmillis Road, Belfast BT9 5AG, UK. j.vyle@qub.ac.uk.
authors.forename: Olga
authors.initials: O
authors.lastname: Eguaogie
authors.forename: Leonie A
authors.initials: LA
authors.lastname: Cooke
authors.forename: Patricia M L
authors.initials: PM
authors.lastname: Martin
authors.forename: Francesco
authors.initials: F
authors.lastname: Ravalico
authors.forename: Louis P
authors.initials: LP
authors.lastname: Conway
authors.forename: David R W
authors.initials: DR
authors.lastname: Hodgson
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Law
authors.forename: Joseph S
authors.initials: JS
authors.lastname: Vyle
mesh_terms: D015394:Molecular Structure; D009711:Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D009711:Nucleotides; D009943:Organophosphorus Compounds; D013438:Sulfhydryl Compounds