1,4-Naphthoquinone → 1,4,4a,9a-tetrahydro-1-[(2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-alpha-L-lyxo-hexo-pyranosyl)methyl]-anthracene-9,10-dione

Participants

Reaction Conditions

Reaction Steps

Ninety mg (0.203 mmoles) of (E)-1-(2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-L-lyxo-hexopyranosyl)-2,4-pentadiene and 22.0 mg (0.140 mmoles) of 1,4 naphthoquinone were mixed in 10 ml toluene and the mixture was heated under N2 at 80°-88° C. for 4 hr. The reaction was chilled to 0° C. and filtered to give 55 mg (65%) 1,4,4a,9a-tetrahydro-1-[(2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-α-L-lyxo-hexo-pyranosyl)methyl]-anthracene-9,10-dione in impure form.

Provenance & Evidence