3.12.3. Methyl 3-Deoxy-3-*C*-(3-Trifluoromethylphenoxymethyl)-β-d-Galactopyranoside **2**

Compound **2** (TLC, DCM/MeOH, 10:1, R<sup>f</sup> 0.5) was prepared according to the general procedure *3.12* from the ether **15** (53 mg, 0.09 mmol). Obtained as a colorless oil in 75% yield (22.5 mg, 0.06 mmol) from flash column chromatography (DCM:MeOH 20:1–12:1). [α] 25 <sup>D</sup> <sup>−</sup>12.8 (c 0.7, CH3OH). <sup>1</sup>H NMR (CD3OD, 400 MHz): 7.46 (t, 1H, *J* 8.0 Hz, Ar*H*), 7.23–7.21 (m, 3H, Ar*H*), 4.50 (d, 1H, *J* 7.2 Hz, H-1), 4.35 (dd, 1H, *J* 4.8 Hz, *J* 10.0 Hz, C*H*2OH), 4.22 (t, 1H, *J* 8.8 Hz, C*H*2OH), 4.08 (bs, 1H, H-4), 3.97–3.94 (m, 2H, H-2, H-5), 3.78 (d, 2H, *J* 6.0 Hz, H-6a, H-6b), 3.54 (s, 3H, OC*H*3), 2.64–2.58 (m, 1H, H-3). <sup>13</sup>C NMR (CD3OD, 100 MHz): 160.6, 132.8 (q\*, *J* 32 Hz), 131.4, 125.5 (q\*, *J* 270 Hz), 119.3, 118.3 (br q, *J* 3.7 Hz), 112.4 (br q, *<sup>J</sup>* 3.8 Hz), 104.1, 76.1, 68.2, 68.1, 65.9, 62.9, 56.8, 46.1. <sup>19</sup>F NMR (CD3OD, 376 MHz): <sup>−</sup>64.2. HRMS calcd for C15H20F3O6+H<sup>+</sup> (M+H)+: 353.1212, found: 353.1208.

\*Only two peaks from the q are observed: See Supplementary information page S43)
