HCID 86594308, compound → HCID 68459742, compound

Participants

Reaction Steps

A solution of compound 90B (20.5 mg, 0.06 mmol) in dry MeOH (1.0 mL) was treated with PtO2 (5.5 mg) and hydrogenated (balloon) at rt for 1.0 h. The reaction mixture was diluted with MeOH (1.0 mL) and filtered through a syringe filter, washing the syringe filter well with MeOH (3×1.0 mL). The clear filtrate was concentrated under reduced pressure and the residue was chromatographed (silica gel; CH2Cl2/CH3OH gradient) to yield the title compound (11.9 mg, 68.2%) as a white solid. HPLC: 100% at 1.38 min (retention time) (Conditions: YMC S-5 C-18 (4.6×50 mm), eluting with 0-100% B, 4 min gradient. (A=90% H2O-10% CH3CN-0.1% TFA and B=10% H2O-90% CH3CN-0.1% TFA); Flow rate at 4 mL/min. UV detection at 220 nm. Chiral HPLC: retention time=18.98 min (99.6%); Conditions: OD (4.6×250 mm); Eluted with 20% isopropanol in heptane for 30 min at 1 mL/min. MS (ES+): m/z 291 [M+H]+.

Provenance & Evidence