𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of antiviral nucleosides from crotonaldehyde. Part 3.1,2 total synthesis of didehydrodideoxythymidine (d4T)

✍ Scribed by Michael E. Jung; John M. Gardiner

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
270 KB
Volume
33
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

The total synthesis of the antiviral agent d4T 3 from the epoxyalcohol 2, itself derived from crotonaldehyde 1, in 6 steps and 18% overall yield is described.

πŸ“œ SIMILAR VOLUMES

Total synthesis of (Β±)-iso-d4T as potent
Total synthesis of (Β±)-iso-d4T as potential antiviral agent
✍ Lak Shin Jeong; Young A Lee; Hyung Ryong Moon; Su Jeong Yoo; Su Youn Kim πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 183 KB

+)-Iso-d4T which may act as a bioisostere of d4T was synthesized from 1,3-dihydroxyacetone using phenyl selenenium chemistry as a key step.

Synthesis of Non-Nucleosides: 7- and 1,3
Synthesis of Non-Nucleosides: 7- and 1,3-Substituents of New Pyrrolo[2,3-d]pyrimidin-4-ones on Antiviral Activity
✍ Khalid Mohammed Hassan Hilmy πŸ“‚ Article πŸ“… 2006 πŸ› John Wiley and Sons 🌐 English βš– 516 KB

## Abstract A series of non‐nucleosides **9–47** were synthesized. Compounds **1–4** were reacted with formic acid (85%) to afford compounds **5‐8**. Then, the latter compounds were reacted with alkyl halides **a–f** (2‐bromopropane, 2‐bromobutane, benzyl bromide, benzyl chloromethyl ether, chlorom