Imidazole → HCID 69304890, compound

Participants

Reaction Steps

To a solution of 59 (8.0 g, 39.16) and imidazole (3.0 g, 43.07 mmol) in CH2Cl2 (170 mL) is added TBDPS-chloride (11.20 mL, 39.16 mmol) over a period of 1 h at room temperature. After stirring for 1 more h, the solvent is removed and the residue is purified on a silica gel column using ethyl acetate:hexanes as eluent to provide 13 g (75%) of 60, as a colorless oil: 1HNMR (DMSO-d6): 7.57-7.67 (m, 4 H), 7.36-7.47 (m, 6 H), 4.55 (d, J=5.8 Hz, 1 H), 4.06-4.11 (m, 2 H), 3.66-3.85 (m, 3 H), 1.53-1.73 (m, 4 H), 1.11 (s, 9 H) and 0.97 (s, 9 H). IR (KBr, cm−1): 3514, 2959, 2858, 1726, 1473 and 1428. HRMS Calcd for C26H38O4Si (M+H)+ 443.2617. Found 443.2598.

Provenance & Evidence