HCID 86761718, compound → HCID 59509754, compound

Participants

Reaction Steps

Tert-butyl [(1R*,5S*,6S*)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate p-toluenesulfonate was suspended in ethyl acetate (20 v/w). The suspension was separated into aqueous and organic layers by the addition of an aqueous sodium bicarbonate solution (4 v/w) to obtain the free form of tert-butyl [(1R*,5S*,6S*)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate. To this tert-butyl [(1R*,5S*,6S*)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate (200 mg, 0.754 mmol), diisopropyl ether (IPE) or acetonitrile (MeCN) (1.0 mL, 5.0 v/w), and then optically active carboxylic acid (0.5 eq.) were added, and the mixture was stirred at room temperature. The deposited crystal was filtered and washed with the solvent (0.5 mL, 2.5 v/w) used. The obtained crystal was dried under reduced pressure to obtain the corresponding salt form at the yield and optical purity shown in Table 1 below.

Provenance & Evidence