Benzyl chloroformate → HCID 131716886, compound

Participants

Reaction Steps

Benzyl chloroformate (1.30 ml, 9.17 mmol) was added to a solution of methyl 3-O-benzyl-2,6-imino-2,5,6-trideoxy-D-lyxo-hexofuranoside epimers (22αβ) (α:β 1:2) (1.52 g, 6.11 mmol), in a stirred 3:2 mixture of ether and saturated sodium bicarbonate (60 ml). After 18 hours the ether layer was removed and the aqueous phase extracted further with ether (3×50 ml). The combined ether extracts were dried, filtered and evaporated. Purification by flash chromatography afforded both the methyl 3-O-Benzyl-N-benzyloxycarbonyl-2,6-imino-2,5,6-trideoxy-D-lyxo-hexofuranoside anomers as clear oils.

Provenance & Evidence