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. 2021 Mar 29;17:749–761. doi: 10.3762/bjoc.17.65

Scheme 1.

Scheme 1

The synthesis of ONs with Ts and N+ modification using the Staudinger reaction during the solid-phase DNA synthesis. Conditions: (i) 0.5 M TsN3, MeCN, 37 °C, 30 min for Ts modification; 0.7 M 4-(azidosulfonyl)-N,N,N-trimethylbutan-1-aminium iodide, DMF, 37 °C, 30 min for the N+ modification; (ii) DNA synthesis; (iii) conc. aq NH3, 55 °C, 12 h; Bp/B: protected/deprotected heterocyclic base; DMTr: 4,4'-dimethoxytrityl.