THE PREPARATION OF SOME DERIVATIVES OF D -RIBONO-1→4-LACTONE AND D -RIBITOL
✍ Scribed by Hough, L.; Jones, J. K. N.; Mitchell, D. L.
- Book ID
- 118062043
- Publisher
- NRC Research Press
- Year
- 1958
- Tongue
- French
- Weight
- 391 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0008-4042
- DOI
- 10.1139/v58-248
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📜 SIMILAR VOLUMES
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
o-Ribono-l,4-lactone, after acetalation, tritylation, and reduction, leads to a cyclization compound which gave with tosyl chloride 1,4-anhydro-2,3-O-isopropylidene-5-O-trityl-D-ribitol. The latter was transformed (acid hydrolysis, periodate oxidation, reduction, tritylation, and tosylation) into a