3-Aminoazetidine, 3-BOC protected → HCID 57937324, compound

Participants

Reaction Steps

Following the same procedure in Example 1, Step A, using 2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole-5-sulfonyl chloride (0.74 g, 2.0 mmol), tert-butyl azetidin-3-ylcarbamate (0.35 g, 2.0 mmol) and DMAP (0.75 g, 6.1 mmol) in MeCN (60 mL). The crude product was purified by MPLC using Hex/EtOAc (1:1) on silica gel to give 0.84 g (83%) of a white solid as the title compound. 1H NMR (400 MHz, METHANOL-D4) δ 1.32 (s, 9 H), 1.49-1.64 (m, 4 H), 1.66 (s, 9 H), 2.29-2.45 (m, 1 H), 3.30-3.41 (m, 2 H), 3.63 (m, 2 H), 3.88-4.01 (m, 4 H), 4.03-4.14 (m, 1 H), 4.52 (d, J=7.62 Hz, 2 H), 7.90 (dd, J=8.59, 1.37 Hz, 1 H), 8.05 (d, J=8.79 Hz, 1 H), 8.15 (d, J=1.17 Hz, 1 H); MS (ESI) (M+H)+=506.8; Anal. Calcd for C25H38N4O5S+0.90 TFA+0.10 EtOAc+0.50H2O (628.31): C, 52.19; H, 6.53; N, 8.92. Found: C, 52.13; H, 6.53; N, 8.84.

Provenance & Evidence