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. 2012 Apr 11;40(14):e108. doi: 10.1093/nar/gks303

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© The Author(s) 2012. Published by Oxford University Press.

This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/3.0), 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 Cy3BdT phosphoramidite. Reagents and conditions: (i) Bromoethyl-1,3-dioxolane, KI, MeCN, reflux, 45 h, 29%; (ii) bromoethyl-1,3-dioxolane, KI, MeCN, reflux, 45 h, 56%; (iii) N,N′-diphenylformamidine, EtOH, triethylorthoformate, 97°C, 16 h, 65%; (iv) 2, pyridine, Ac₂O, 50°C, 24 h, 79%; (v) CHCl₃, 50% aqueous H₂SO₄, room temperature, 20 min, 96%; (vi) 5-ethynyl-dU, CuI, Pd(PPh₃)₄, Et₃N, DMF, room temperature, 1.5 h, 42%; (vii) 2-cyanoethyl-N,N-diisopropyl-chlorophosphoramidite, DIPEA, DCM, room temperature, 45 min, 63%.