Hydrogen Bromide → HCID 54206137, compound

Participants

Reaction Steps

2.3 of the benzylamine salt of (1R)-1-[(N-benzyloxycarbonyl-L-prolyl)amino] -ethylphosphonic acid were added to a stirred solution (45%) of hydrogen bromide in glacial acetic acid and washed in with 2.5 ml of glacial acetic acid. The mixture was stirred at room temperature for 6 hours and then 75ml of ether were added while stirring. The supernatant was decanted and the residue was again treated with 75ml of ether. The granular solid obtained was dissolved in 30ml of methanol and the solution treated with a solution of 5ml of propylene oxide in 10ml of methanol. After standing for several hours, the precipitate was filtered off, washed with methanol and ether and dried. Crystallization from water/ethanol gave 0.39 g of (1R)-1-(L-prolylamino)-ethylphosphonic acid of melting point 291°-293° C (decomposition); [α]D20 = - 92.3°(c = 0.5% in water).

Provenance & Evidence