Imidazole → HCID 66919892, compound

Participants

Reaction Steps

A solution of 350 mg of 23d, and 20g of Mn(III)TPPP(OAc) and 75 mg of imidazole in 20 ml of dichloromethane were treated with tetrabutylammonium oxone, according to a described procedure; D. Mohajer et al., Tetr. Letters, 45, 3811 (2004). This provide after work-up, and chromatographic purification on silicagel (using a gradient of CH2Cl2 and ethyl acetate as eluent) 160 mg of crystalline 23e (triturated with diisopropyl ether); Mp 227° C. Rf (CH2Cl2-ethyl acetate 1/1) 0.61. LC-MS-ESI: [M+1] 522.97 and 524.99. NMR (CDCl3) δ 1.28 (t, 3, ethyl), 3.38 (q, 2, ethyl), 1.58 (s, 9, tertC4H9), 4.00 (s, 3, OCH3), 8.89 and 6.89 (2×s, 2, Ar—H), 4.50 and 3.85 (2×m, 2, CH2), 3.80 and 3.50 (2×m, 2, CH2), 3.05 (m, 2, CH2), 2.70 (m, 2, CH2) 1.90-1.65 (2×m, 4, 2×CH2).

Provenance & Evidence