methyl (S)-2-amino-3-(4-butoxy-phenyl)-propionate → tert-Butyl (E)-(2S,3S)-3-[(S)-2-(4-butoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-12,12-difluoro-2-hydroxy-2-(2-methoxy-ethyl)-nonadec-4-enoate

Participants

Reaction Steps

tert-Butyl (E)-(2S,3S)-3-[(S)-2-(4-butoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-12,12-difluoro-2-hydroxy-2-(2-methoxy-ethyl)-nonadec-4-enoate (PSI (LC/MS positive mode) ink 739 (M+H); Rt 2.72 min.) was synthesized using (S)-2-amino-3-(4-butoxy-phenyl)-N-methyl-propionamide and the conditions at 50° C. for 2.5 days instead of methyl (S)-2-amino-3-(4-butoxy-phenyl)-propionate and the conditions in Step B-7′. (E)-(2S,3S)-3-[(S)-2-(4-Butoxy-phenyl)-1-methylcarbamoyl-ethylcarbamoyl]-12,12-difluoro-2-hydroxy-2-(2-methoxy-ethyl)-nonadec-4-enoic acid (No. 5514404) was synthesized under conditions similar to those in the following Step B-8′.

Provenance & Evidence