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Homo Dinucleoside-α-hydroxyphosphonate Diesters as Prodrugs of the Antiviral Nucleoside Analogues 2',3'-Dideoxythymidine and 3'-Azido-2',3'-dideoxythymidine

✍ Scribed by Meier, Chris; Habel, Lothar; Laux, Wolfgang; De Clercq, Erik; Balzarini, Jan


Book ID
120466783
Publisher
Taylor and Francis Group
Year
1995
Tongue
English
Weight
206 KB
Volume
14
Category
Article
ISSN
0732-8311

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Lipophilic α-hydroxybenzylphosphonates a
✍ Meier, Chris ;Habel, Lothar W. ;Balzarini, Jan ;De Clercq, Eric 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 957 KB

## Abstract The α‐hydroxybenzylphosphonates 1a–1j of the antiviral drug 3′‐azido‐2′,3′‐dideoxythymidine 5 (AZT) as potential lipophilic prodrugs were readily accessible in 49% to 87% yield via a four‐step synthetic pathway introducing the modifications in the aromatic ring system in the last step b

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## Abstract The synthesis of 5′,5′‐__O__‐di‐(3′‐azido‐2′,3′‐dideoxythymidinyl)‐__O__′‐benzylphosphotriesters 1 as potential prodrugs of nucleoside monophosphates is described. The concept is applied to the antiretroviral nucleoside analog 3′‐azido‐2′,3′‐deoxythymidine (AZT) 4. All derivatives 1 wer