N-Naphthalen-2-ylalanine → HCID 59159247, compound

Participants

Reaction Steps

The title compound was produced in analogy with examples 74 and 75, steps D-F. Thus, coupling of 2-(naphthalen-2-ylamino)-propionic acid (intermediate 16) with (S)-6-[3-(2,2-dimethoxy-ethylamino)-propyl]-6-aza-spiro[2.5]octan-4-ol (examples 74/75C) in step D led to N-(2,2-dimethoxy-ethyl)-N-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-2-(naphthalen-2-ylamino)-propionamide, which was cyclized in step E. Finally, HPLC purification of the epimeric mixture, 1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-3-methyl-4-naphthalen-2-yl-piperazin-2-one, in step F afforded the title compound. Light yellow gum, MS: 408.4 (M+H)+.

Provenance & Evidence