- Regioselective synthesis of acyclovir and its various prodrugs
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High-yield regioselective synthesis of 9-[(2-hydroxyethoxy)methyl]guanine (Acyclovir 1, Scheme 1) was achieved from guanine via trisilylated guanine. N2-acylacyclovir 9a-9b were prepared from N2, O-diacylacyclovir (4, 8b-8d) using regioselective deacylation procedure. N2-Acylacyclovir 11 and 13 were prepared via protection of primary hydroxyl groups. Three amino acid esters of acyclovir were synthesized as water-soluble prodrugs, which form protonated cations in pH 7.4 phosphate buffer. Two water-soluble ester prodrugs with free carboxylic acids, which form anionic species in pH 7.4 phosphate buffer, were also synthesized.
- Gao,Mitra
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p. 1399 - 1419
(2007/10/03)
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- A novel palladium-catalyzed deoxygenation of guanine O6-arenesulfonates. A practicable synthesis of 2-aminopurine nucleosides and related analogs
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A simple synthesis of 2-aminopurine nucleosides and related derivatives has been accomplished from the corresponding guanine O6-arenesulfonates. Studies towards the determination of optimum conditions for reduction and regioselectivity control are also reported.
- Stimac,Muhic,Kobe
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p. 625 - 636
(2007/10/02)
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- 9-substituted guanines
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Novel compounds, 9-substituted guanines, with the following general formula STR1 where R' is acetyl; R" is 2-tetrahydrofuryl or 2-tetrahydropyranyl. The proposed compounds have antiviral activity.
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- Process for preparing purine derivates
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There is disclosed a process for preparing purine derivatives of the formula I wherein, R1 represents hydrogen, CH3CO or a higher acyl,R3 represents hydrogen, CH3CO or a higher acyl, CF3CO, CCl3CO, PhCO or CH2 AR, such as benzyl or substituted benzyl, and benzoisothiazolyl-S,S-dioxide, and, Z represents OH, hydrogen or halo. Said compounds are either drugs or prodrugs for the treatment of herpes infections. There are also disclosed some novel compounds of formula I useful as prodrugs.
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