Formic Acid → HCID 89524608, compound

Participants

Reaction Steps

A mixture of Example 288B (6.63 g, 20.64 mmol), triethylamine (7.19 ml, 51.6 mmol), formic acid (3.40 ml, 89 mmol), and (S,S)—N-(p-touenesulfonyl)-1,2-diphenylethanediamine(chloro)(p-cumene)ruthenium (II) (0.131 g, 0.206 mmol) was heated at 35° C. for 16 hours. The reaction mixture was cooled, diluted with saturated NaHCO3 solution, and extracted twice with CH2Cl2. The combined organic layers were dried with MgSO4, filtered, and concentrated. The residue was chromatographed on an analogix SF40-150 g column and eluted with 20% to 50% EtOAc/hexanes to obtain the title compound (5.2 g). [α]D=−91.1° (c=0.805, MeOH). MS (DCI+) m/z 324 (M+H)+.

Provenance & Evidence