Water → HCID 69044148, compound

Participants

Reaction Conditions

Reaction Steps

130 mg of 172 (0.46 mmol) was dissolved in 3 ml of anhydrous CH2Cl2, cooled to 0° C. and added dropwise with 90 ml of TMSOTf (0.466 mmol, 1.01 eq.). After 15 min, this was added with 0.5 ml of saturated NaHCO3 solution, 0.5 ml of H2O and 10 ml of Et2O, and the batch was allowed to come to RT. Following phase separation, the organic phase was dried over MgSO4, filtered and concentrated. The resulting crude product was purified using silica gel column chromatography (DCM/MeOH 25:1) to isolate 54 mg of amine 174 (0.32 mmol, 70%) as a slightly yellowish oil (mixture of diastereomers, cis/trans=4:1).

Provenance & Evidence