Water → HCID 59509754, compound

Participants

Reaction Steps

Tert-butyl [(1R,5S,6S)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate D-mandelate (4.17 g, 10 mmol) was suspended in toluene (21 ml). To the suspension, triethylamine (2.09 ml), and then water (21 ml) were added, and the mixture was stirred at room temperature. After 20 minutes, the organic layer was separated and extracted. The organic layer was washed again with water (10 ml) and then concentrated under reduced pressure to obtain the free form of tert-butyl [(1R,5S,6S)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetate as an oil substance. Toluene (16 ml), and then p-toluenesulfonic acid monohydrate (2.28 g) were added thereto, and the mixture was stirred at 70° C. During the stirring, toluene (15 ml) was further added, and after 3 hours, the mixture was allowed to cool. The deposited solid was filtered, then washed with toluene, and then dried under reduced pressure to obtain [(1R,5S,6S)-6-aminomethyl-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid p-toluenesulfonate as a white powder (3.90 g).

Provenance & Evidence