Synthesis of 1-(8-phosphonomethoxy-3,6-dioxaoctyl)pyrimidines and purines, a novel series of acyclonucleotide analogues
β Scribed by Marie Charron; H. L. Allan Tse; Tarek S. Mansour; David J. Knight; Corrine O'Sullivan; Jonathan A. V. Coates
- Publisher
- John Wiley and Sons
- Year
- 1994
- Tongue
- English
- Weight
- 413 KB
- Volume
- 5
- Category
- Article
- ISSN
- 1042-7163
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β¦ Synopsis
A convenient synthesis of 1 -(8-phosphonornethoxy-3,6dioxaoctyl) uracil, cytosine, adenine, and guanine nucleotide analogues 26, 28, 30, and 32 by Mitsunobu coupling of the nucleobases with suitably functionalized alcohol derivative 24 is described. The antiviral activit? o f this series of compounds against herpes simplex virus (HSV) types I and 2 and h u m a n cytomegalovirus is re,ported.
π SIMILAR VOLUMES
## ABSIWCE Synthetic rcutes to l-(3-hydrcxypr~y)-anl 1-[3-hy?iraxy-2-(h~oxymethyl) propoxy]-derivatives of uracil,thymine and cytosine (2-7) are described. Nax of these ccmpour& had significant antiviral activity in cell culC. tests. We have recently describedl,2 the synthesis and potent anti-her
Cyclotrimerization reactions of the 9-protected 6-ethynylpurines 4a,b in the presence of various transition metal catalysts were studied. The best results were obtained with Ni(COD) 2 or Ni(COD) 2 /PPh 3 to obtain the 1,2,4-and 1,3,5-tris(purin-6-yl)benzenes 5a,b and 6a,b in moderate to good yields