PMID: 8581423Apr 1, 1995Paper

Synthesis and conformational analysis of pyrimidine nucleoside analogues with a rigid sugar moiety

Bioorganic & Medicinal Chemistry
M BjörsneB Classon

Abstract

In order to obtain rigidity within the sugar moiety of nucleosides, some bicyclic pyrimidine nucleoside analogues were synthesized starting from cyclopentanone. The C-3' is fused to C-4' via a propylene linker in order to obtain a [3.3.0]-bicyclic ring system wherein the sugar moiety should be restricted to mainly the C-1'-exo conformation.

References

Sep 19, 1990·Carbohydrate Research·A R BeardN K Partlett
May 28, 1993·Science·M I Johnston, D F Hoth
Feb 18, 1994·Journal of Medicinal Chemistry·H MaagE J Prisbe

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Citations

Sep 25, 2003·Bioorganic & Medicinal Chemistry Letters·Myong Jung KimMoon Woo Chun
Oct 21, 2003·Nucleosides, Nucleotides & Nucleic Acids·Moon Woo ChunLak Shin Jeong
Mar 20, 2010·Chemical Reviews·Jacques LebretonChristophe Len
Apr 2, 2002·The Journal of Organic Chemistry·Michael P Groziak, David W Thomas

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