L-Ribose → (2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate

Participants

Reaction Steps

The same operations as those of Example B2 were carried out with the exception that the half-scale (corresponding to 20 mmol of L-ribose) was used and that diisopropyl ether was not added. As a result, 5.82 g of crude 1,2,3,5-tetra-O-acetyl-L-ribofuranose was obtained in the form of yellow oil. The obtained compound was analyzed by HPLC. As a result, it was found that the crude product contained 2.82 g of 1,2,3,5-tetra-O-acetyl-L-ribofuranose, that the ratio of α/β-anomers was 19/81, and that the total reaction yield of the β-anomer from L-ribose was 36%.

Provenance & Evidence