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Scheme 6 | Journal of Systems Chemistry

Scheme 6

From: Design and synthesis of nucleolipids as possible activated precursors for oligomer formation via intramolecular catalysis: stability study and supramolecular organization

Scheme 6

Synthesis of the protected xylofuranosyl nucleoside. a) NaH, DMF, BnBr, 0°C - rt 24 h; b) 1:1 methanol/1% aqueous sulfuric acid; c) NaIO4, H2O rt, NaBH4, EtOH 0°C - rt 2 h; d) benzoyl chloride, pyr; e) acetic acid, acetic anhydride, H2SO4; f) SnCl4, acetonitrile, rt 5 h; g) NH4OH, MeOH, rt, 2d; h) dry DMF, Imidazole, TBDMSCl. 24 h, rt; i) dry DCM, DMAP, CbzCl, 72 h, rt; j) HF in pyridine, pyridine, rt 4 h.

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