Synthesis and structure of S-nucleosidyl S-aryl disulfides and their reaction with phosphites

Autor:	Adrian P. Higson, Gerard K. Scott, Anthony David Baxter, Richard Cosstick, Roger A. Taylor, David J. Earnshaw
Rok vydání:	1996
Předmět:	chemistry.chemical_compound Chemistry Stereochemistry Aryl Organic Chemistry Drug Discovery Oligoribonucleotides Regioselectivity Ribonucleoside Thymidine Biochemistry
Zdroj:	Tetrahedron. 52:1027-1034
ISSN:	0040-4020
DOI:	10.1016/0040-4020(95)00936-1
Popis:	A general procedure for the preparation of S -nucleosidyl S -aryl disulfides from the corresponding thioesters is described. This procedure has been used for the preparation of a ribonucleoside disulphide ( 8d ), a key intermediate for the synthesis of oligoribonucleotides containing 3′- S -phosphorothiolate linkages. The regioselectivity of the Arbusov reaction of 8d with phosphites has been examined. The X-ray structure of 3′-deoxy-3′- S -(2-nitrophenyldisulfanyl)thymidine ( 9b ) is also reported.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3d35a4977b09377f5341a14c068f862f https://doi.org/10.1016/0040-4020(95)00936-1 Zobrazit plný text záznamu Full Text from ScienceDirect