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. Author manuscript; available in PMC: 2011 Sep 23.
Published in final edited form as: Glycoconj J. 2004;20(6):407–414. doi: 10.1023/B:GLYC.0000033997.01760.b9

Scheme 1a.

Scheme 1a

aReagents and conditions: (a) MeOH, H+-resin, >99%; (b) Ac2O, pyridine, DMAP, 95%; (c) HCl, AcOH/Ac2O, >99%; (d) AllOH, silver salicylate, MS (4Å), 93%; (e) 1N NaOMe, MeOH, 93%; (f) 4N Me4NOH, MeOH/H2O, 78%; (g) Pr2O or iBu2O, H2O (pH 10), 83-85%; (h) PhAcCl, MeOH, 75%; (i) CF3CH2COOBt, DMF, 55%; (j) 1.0N NaOH, H2O, rt, 95%; (k) O3, MeOH; then Me2S, 80-90%; (l) NaBH3CN, KLH, buffer (pH 7.5); (m) NaBH3CN, HSA, buffer (pH 7.5).