HCID 67979908, compound → HCID 67980117, compound

Participants

Reaction Steps

30.3 g of (2R/S,5S/R)-tert-butyl 6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylate was applied to chiral column chromatography (CHRAL PAK IA, methanol/acetonitrile=95/5), and the active fraction corresponding to the first peak was collected to afford 13.9 g of the title compound as a colorless solid (yield 46%). Enantiomeric excess: 99.9% ee or more (CHIRALPAK AD-H, 4.6×150 mm, hexane/ethanol=2/1, UV 210 nm, flow rate 1 mL/min., retention time 4.2 min.). Mp 84° C.; [α]20D−6.1° (c 0.83, CHCl3); 1H NMR and MS were equivalent to those of the title compound of Example 6.

Provenance & Evidence