Sodium borohydride → HCID 117716498, compound

Participants

Reaction Steps

A solution of 98 (1.5 g, 2.7 mmol) (Prepared according to the synthesis of Example 149 and 150), step 6) was treated with NaBH4 (504 mg, 13 mmol) for 1 hour at 0° C. The resulting solution was diluted with H2O (60 mL) and extracted with ethyl acetate (3×30 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to give a residue, which was purified by silica gel column, eluted with 20%-50% ethyl acetate in petroleum ether to give 102 as brown syrup (1.2 g, 80%); (ES, m/z): [M+H]+ 549.1; 1H NMR (300 MHz, CDCl3) δ 7.22-7.45 (m, 15H), 6.35 (d, J=6.9 Hz, 1H), 4.61-4.80 (m, 4H), 4.47-4.53 (m, 2H), 4.25-4.36 (m, 1H), 4.08-4.12 (m, 1H), 3.89-3.92 (m, 1H), 3.46-3.78 (m, 4H), 3.01 (s, 6H).

Provenance & Evidence