Solution and Solid State Structure of 2′,5′-BIS-(O-Trityl)-3′-Oximinouridine

Agback, Peter; Papchikhin, A.; Neidle, S.; Chattopadhyaya, Jyoti

doi:10.1080/07328319308019015

Research article1993Peer reviewed

Solution and Solid State Structure of 2′,5′-BIS-(O-Trityl)-3′-Oximinouridine

Agback, Peter; Papchikhin, A.; Neidle, S.; Chattopadhyaya, Jyoti

Abstract

Comparison of the solution (in CDCl3 at 500 MHz H-1 NMR) and X-ray crystal studies of 3'-oximinouridine 1 shows in general good agreement with the high anti glycosidic angle and in the conformation about C4'-C5'. The sugar pucker (C2'-endo) is qualititatively identical in both cases. This is the first example of a conformationally sugar-rigid nucleoside in which the rigidity arises from the sp2 character of an endocyclic carbon (i.e. C3'), not from the strain due to the ring fusion (see ref. 7 for conformationally strained nucleosides).

Published in

Nucleosides And Nucleotides
1993, Volume: 12, number: 6, pages: 605-614 Publisher: MARCEL DEKKER INC

UKÄ Subject classification

Organic Chemistry

Publication identifier

DOI: https://doi.org/10.1080/07328319308019015

Permanent link to this page (URI)

https://res.slu.se/id/publ/83887