Improved and Reliable Synthesis of 3′-Azido-2′,3′-dideoxyguanosine Derivatives
✍ Scribed by Victor A. Timoshchuk; Richard I. Hogrefe; Morteza M. Vaghefi
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 135 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
## Abstract Compound 15 – the 2′‐azido analog of the anti‐HIV compound 2′,3′‐didehydro‐2′,3′‐dideoxythymidine – was synthesized. Treatment of 5′‐__O__‐trityl‐β‐D‐ribofuranosylthymine (1) with DAST or MSTF gave the 2,2′‐anhydro derivative 2. The latter and its 3′‐__O__‐benzoate 3 were used for the s
S'-W]-3'-Azid~3'dcoxythymidinc @) was prepared at a specific activity of 14.0 Cilmmol by a twestep synthetic sequence involving controlled oxidation of the unlabelled compound c1) to the 5'-aldehyde (1) fdlowed by reduction with (W]-NaBH.. Purification was performed by preparative TLC. The radiochem
## Abstract New approaches to the synthesis of 3′‐azido‐3′‐deoxythymidine labelled with tritium in the heterocyclic base have been developed. With this aim, enzymatic transribosylation with [^3^H]thymine using the enzyme preparation from rat liver and a three‐step chemical synthesis with use of the
## Abstract The α,β‐unsaturated D‐sugar aldehyde 2, prepared from tri‐__O__‐acetyl‐D‐glucal, was converted into 1‐__O__‐acetyl‐3‐azido‐2,3‐dideoxy‐α‐D‐__arabino__‐pyranose (3) by reaction with sodium azide in a mixture of acetic acid and water followed by acetylation. Reaction of 3 with silylated p