A new catalyst for the synthesis of nucleosides (organophosphorus compounds, part VI)

✍ Scribed by Takeshi Hashizume; Hajime Iwamura

• Book ID: 104240496
• Publisher: Elsevier Science
• Year: 1965
• Tongue: French
• Weight: 278 KB
• Volume: 6
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)89228-5

✦ Synopsis

We wish to report that bls-(p-nftrophenyl) hydrogen Phosphate and the methyl derivative act as effective catalysts for the fusion method developed recently for the synthesis of (l-5) purine nucleosldes. The method has involved heating fully Oacetylated D-pentoses and hexoses with various purlnes in the (1) (2.3) presence of catalysts like -toluenesulfonic acid, zinc chloride, 8)

(5) (6) concentrated sulfuric acid, sulfamic acid, and chloroacetic acid. Recently, we Investigated the fusion of penta-o-acetyl-B-D-glucopyranose(1) and two purlnes(I1 anTV;II) employing bls-(p-nltrophenyl)hydrogen phosphate(VII1) and the related compounds as catalysts.

Bis-(p-nitrophenyl) hydrogen phosphate was used after drying for thirty minutes at 100° under a pressure 1 mm. Hg.