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. 2009 Feb 10;37(6):1925–1935. doi: 10.1093/nar/gkp048

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© 2009 The Author(s)

This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/2.0/uk/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Scheme 1. — Synthesis of the m₃G 5′-pyrophosphateimidazolide. Reagents and conditions: (i) a: Py/NH3aq sat., 3 h, r.t.,; b: MMTrCl, Py/DMF, 24 h, r.t.; c: BzCl, Py, r.t., 24 h, D 80% AcOH, r.t., 5 h; (ii) a: salicyl chlorophosphite, r.t., 15 min; b: tri-n-buthylammine pyrophosphate, DMF, r.t, 20 min; c: I2, Py/H2O, r.t, 15 min; d: ethylenediamine, r.t., E NH3aq sat., 0°C 48 h; (iii) MeI, DMF, 40°C, 5 h; (iv) imidazole, triphenylphosphine, di-2-pyridyldisulphide, DMF 24 h. Py, pyridine; MMTrCl, monometoxy trityl chloride; DMF, dimethylformamide; r.t. = room temperature; BzCl, benzoyl chloride; AcOH, acetic acid; MeI, methyl iodide.