1: 2-deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose; ethanethiol With boron trifluoride diethyl etherate in dichloromethane T=0 - 40°C; 19 h; Molecular sieve; 2: With sodium methylate in methanol pH=10; 2 h; 3: benzaldehyde dimethyl acetal With toluene-4-sulfonic acid in acetonitrile T=20°C; pH=3; 2.5 h;

toluene-4-sulfonic acid in acetonitrile T=20°C;

1: 90 percent / MeONa / methanol / 0.33 h / 20 °C 2: 87 percent / p-TsOH / acetonitrile / 20 °C View Scheme

1: 72 percent / titanium tetrachloride, 4 Angstroem molecular sieves / CH2Cl2 / 1 h / Ambient temperature 2: 1.) sodium methoxide; 2.) acetic acid; 3.) toluene p-sulfonic acid / 1.) methanol, dichloromethane, room temp., 2 h; 3.) N,N-dimethylformamide, 50 deg C, 1 h View Scheme

sodium methylate; toluene-4-sulfonic acid; acetic acid 1.) methanol, dichloromethane, room temp., 2 h; 3.) N,N-dimethylformamide, 50 deg C, 1 h; Yield given. Multistep reaction;

zinc(II) chloride 1) 30 min, 2) 3 h; Yield given. Multistep reaction;