Sodium Methoxide → HCID 11367093, compound

Participants

Reaction Steps

A solution of 17 (5.7 g, 24.1 mmol) in dry methanol (220 mL) was treated with 0.1 N NaOMe in methanol (114 mL, 11.4 mmol) and stirred for 1 hour at room temperature. The solution was then neutralized with DOWEX 50W X8-100, filtered and evaporated to afford 18 (3.7 g, 24 mmol, 100%) as a yellow syrup: 13C-NMR (D2O) δ 94.19 (C-1α, d, JC-1,F=23.0), 92.24 (C-2α, d, JC-2,F=179.6), 90.10 (C-1β, d, JC-1,F=20.3), 88.60 (C-2β, d, JC-2,F=182.3), 70.77 (C-3α, d, JC-3,F=18.2), 69.03 (C-4β, d, JC-4,F=8.0), 68.90 (C-4α, d, JC-4,F=10.2), 66.85 (C-3β, d, JC-3,F=18.2), 66.32 (C-5α), 62.21 (C-5β).

Provenance & Evidence