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- W2951645410 abstract "Abstract 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 followed by acetylation gave 2,3,4-tri- O -acetyl-5-bromo-5-deoxyl -N -ethyl- d -ribonamide 10a . Methanolysis of 10a , with sodium methoxide, afforded the N -ethyl- d -ribonolactam 11a in 51% overall yields. Using this method, N -butyl, N -hexyl, N -dodecyl, and N -benzyl- d -ribonolactams 11b – e were obtained in good yields (48–53%)." @default.
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- W2951645410 date "2009-09-01" @default.
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- W2951645410 title "Efficient synthesis of new N-alkyl-d-ribono-1,5-lactams from d-ribono-1,4-lactone" @default.
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- W2951645410 doi "https://doi.org/10.1016/j.tetlet.2009.07.026" @default.
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