Sodium Methoxide → HCID 21308801, compound

Participants

Reaction Steps

Compound 49 (1.4 g) was dissolved in methanol to which sodium methoxide-methanol solution was added dropwise to pH 11.0 and stirred at room temperature. The pH was adjusted to 11.0 with fresh sodium methoxide solution several times until the pH was stable (approximately 1 hr). The reaction mixture was acidified with Dowex-H type resin and the resin was removed from the solution by filtration. The solvent was removed from the filtrate under vacuum to give 2-acetamido-1-(N-CBZ-6-aminohexanamido)-1,2-dideoxy-a-D-galactopyranose, 50, as a gum (630 mg). 1H NMR (CDCl3): 1H NMR (CD3OD): 7.35-7.40, s, 5H, C6H5CH2 -; 5.78-5.8,m, 1H; 5.12, s, 2H, C6H5CH2; 4.45-3.8, m, 6H; 3.65-3.6, m, 1H; 2.22,s, 3H; NHCOCH3; 1.5-1.7, m, 10H.

Provenance & Evidence