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An improved synthesis of 5-thio-d-ribose from d-ribono-1,4-lactone

✍ Scribed by Jérôme Lalot; Imane Stasik; Gilles Demailly; Daniel Beaupère

Book ID
108309381
Publisher
Elsevier Science
Year
2002
Tongue
English
Weight
156 KB
Volume
337
Category
Article
ISSN
0008-6215

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Efficient synthesis of new N-alkyl-d-rib
Efficient synthesis of new N-alkyl-d-ribono-1,5-lactams from d-ribono-1,4-lactone
✍ Céline Falentin; Daniel Beaupère; Gilles Demailly; Imane Stasik 📂 Article 📅 2009 🏛 Elsevier Science 🌐 French ⚖ 683 KB

D-Ribono-1,4-lactone was treated with ethylamine in DMF to afford N-ethyl-D-ribonamide 9a in quantitative yield. Bromination of amide 9a by the system SOBr 2 in DMF or PPh 3 /CBr 4 in pyridine led, after acetylation, to epoxide 7. However, treatment of amide 9a with acetyl bromide in dioxane followe