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. Author manuscript; available in PMC: 2021 Dec 17.
Published in final edited form as: J Phys Chem B. 2020 Dec 3;124(50):11357–11370. doi: 10.1021/acs.jpcb.0c08201

Scheme 2.

Scheme 2.

Synthesis of ribose deuterated 2′-azido-2′-deoxyuridine isotopes 2′-[2H]-2 (X = D), 3′-[2H]-2 (Y = D), and 4′-[2H]-2 (Z = D).

Reagents: (a) (i) uracil/HMDS/TMSSiCl, (ii) TMSOTf/MeCN, (iii) NH3/MeOH; (b) (PhO)2CO/NaHCO3/DMF; (c) NaN3/BzOH/HMPA