HCID 12082209, compound → HCID 22663109, compound

Participants

Reaction Steps

[(2R)-8-Formyl-7-nitro-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methyl-benzenesulfonate (1.4 g, 2.74 mmole) in methanol (40 mL) was was treated with 60 psi of hydrogen on a Parr shaker in the presence of 0.10 g 20% palladium hydroxide on carbon (Pearlman's catalyst) for 24 hours. The catalyst was removed by filtration and washed with methanol. The filtrate was evaporated in vacuum to give 0.94 g (93%) of the (R)-enantiomer of the title compound as a beige solid. 1H (DMSO) broad singlet 10.0 δ (2 H); doublet 7.8 δ (2 H); doublet 7.5 δ (2 H); doublet 6.9 δ (1H); doublet 6.8 δ (2 H); multiplet 4.0-4.6 δ (5 H); singlet 2.4 δ (3 H); singlet 2.1 δ (3 H).

Provenance & Evidence