1-Hexyne → HCID 69538199, compound

Participants

Reaction Steps

The reaction was performed with 2-iodo-8-ethylaminoadenosine (8, 67 mg, 0.15mmol) and 1-hexyn (0.73 mmol). The mixture was purified by column chromatography (EtOAc-10% MeOH in EtOAc). Yield 49 mg (0.12 mmol, 83%), mp230–232÷C; 1H NMR (DMSO-d6) δ 6.97 (t, 1H, J=4.80 Hz, NH), 6.57 (s, 2H, NH2), 5.86 (d, 1H, J=7.55 Hz, H-1′), 5.74 (t, 1H, J=4.80 Hz, OH-2′), 5.25 d, 1H, J=6.52 Hz, OH-5′), 5.15 (d, 1H, J=4.12 Hz, OH-3′), 4.57 (q, 1H, J=6.18 Hz, H-2′), 4.08 (m, 1H, H-3′), 3.95 (m, 1H, H4′), 3.64–3.60 (m, 2H, H-5′), 3.05 (m, 2H, NHCH2), 2.36 (t, 2H, J=7.21 Hz, ≡CHCH2), 1.51–1.40 (m, 4H, CH2CH2CH3), 1.16 (t, 3H, J=7.20 Hz, NHCH2CH3), 0.89 (t, 3H, J=5.15 Hz, CH3); MS m/z 391 (M+H)+; Anal. (C18H26N6O4) C, H, N.

Provenance & Evidence