Synthesis of nucleosides

H Vorbrüggen, C Ruh‐Pohlenz - Organic reactions, 2004 - Wiley Online Library
This chapter deals with the synthesis of nucleosides (eg, the formation of N‐glycosides of
sugars such as d‐ribose or 2‐deoxy‐D‐ribose with heterocyclic nitrogen bases). The …

Recent advances in the synthesis of fluorinated nucleosides

XL Qiu, XH Xu, FL Qing - Tetrahedron, 2010 - Elsevier
Fluorine is one of the most abundant elements on earth. However, it occurs extremely rarely
in biological compounds. Due to the specific properties of fluorine atom (s), including small …

A Novel Synthesis of 2'-Modified 2'-Deoxy-4'-thiocytidines from d-Glucose1

Y Yoshimura, K Kitano, K Yamada… - The Journal of …, 1997 - ACS Publications
Novel 2 '-deoxycytidine antimetabolites, specifically several 2 '-modified 2 '-deoxy-4 '-
thiocytidines, were synthesized as potential new antineoplastic agents. Methyl 3-O …

Synthetic routes to chiral nonracemic and racemic dihydro-and tetrahydrothiophenes

S Benetti, C De Risi, GP Pollini, V Zanirato - Chemical Reviews, 2012 - ACS Publications
Natural and man-made organosulfur compounds play important roles in biological and
medicinal chemistry. 1 Among the various classes of organic sulfur compounds, dihydro-and …

The stereoselective synthesis of 4 '-β-thioribonucleosides via the pummerer reaction

T Naka, N Minakawa, H Abe, D Kaga… - Journal of the American …, 2000 - ACS Publications
An efficient stereoselective synthesis of 4 '-β-thioribonucleosides 14, 15, 27, and 30 using
the Pummerer reaction as the key step is described. The Pummerer reaction of 1, 4-anhydro …

Recent advances in L-nucleosides: chemistry and biology

P Wang, JH Hong, JS Cooperwood, CK Chu - Antiviral research, 1998 - Elsevier
L-Nucleosides are the enantiomers of the natural nucleosides which have an inverted
configuration at all chiral centers (Fig. 1). By analogy with the natural D-nucleosides, a …

Synthesis of 3'-Deoxy-3'-difluoromethyl Azanucleosides from trans-4-Hydroxy-l-proline

XL Qiu, FL Qing - The Journal of organic chemistry, 2005 - ACS Publications
Two strategies were tried to synthesize 3 '-deoxy-3 '-difluoromethyl azanucleosides. After the
failure of the first route, the key intermediate 12 from trans-4-hydroxyproline 7 in 8 steps was …

Stereoselective Synthesis and Antiviral Activity of d-2',3'-Didehydro-2',3'-dideoxy-2'-fluoro-4'-thionucleosides

Y Chong, H Choo, Y Choi, J Mathew… - Journal of medicinal …, 2002 - ACS Publications
As 2 ', 3 '-didehydro-2 ', 3 '-dideoxy-2 '-fluoronucleosides have exhibited interesting antiviral
effects against HIV-1 as well as HBV, it is of interest to synthesize the isosterically substituted …

Synthesis of L-enantiomers of 4′-thioarabinofuranosyl pyrimidine nucleosides

H Satoh, Y Yoshimura, S Sakata, S Miura… - Bioorganic & medicinal …, 1998 - Elsevier
l-Enantiomers of 4′-thioarabinofuranosyl pyrimidine nucleosides were synthesized from d-
xylose. Methyl 2, 3, 5-tri-O-benzyl-d-xylofuranoside 6 was converted to the corresponding …

Synthesis, Anti-HIV Activity, and Molecular Mechanism of Drug Resistance of l-2',3'-Didehydro-2',3'-dideoxy-2'-fluoro-4'-thionucleosides

H Choo, Y Chong, Y Choi, J Mathew… - Journal of medicinal …, 2003 - ACS Publications
β-l-2 ', 3 '-Didehydro-2 ', 3 '-dideoxy-2 '-fluoro-4 '-thionucleosides (β-l-2 '-F-4 '-S-d4Ns) have
been synthesized and evaluated against HIV-1 in primary human lymphocytes. The key …