RESUMO
Fmoc-O-benzyl-l-phosphoserine is an important building block in the synthesis of Forigerimod, a phosphopeptide being investigated for Systemic Lupus Erythematosus (SLE). An efficient one-pot process was developed using inexpensive, readily available starting materials. This general procedure was used to prepare a variety of protected phosphoamino acids.
Assuntos
Fosfoaminoácidos/síntese química , Estrutura Molecular , Oxidantes/química , Peptídeos/químicaRESUMO
Ketone-, ester-, and amide-containing potassium trifluoroboratohomoenolates were prepared in good to excellent yields from the corresponding unsaturated carbonyl compounds. They were shown to be effective coupling partners in the Suzuki-Miyaura reaction with a variety of electrophiles including electron-rich and electron-poor aryl bromides and -chlorides.
Assuntos
Compostos de Boro/síntese química , Compostos Orgânicos/síntese química , Boratos/química , Compostos de Boro/química , Brometos/química , Cloretos/química , Compostos Orgânicos/química , Potássio/químicaRESUMO
Exact mass measurements were obtained for a variety of potassium- and tetra-n-butylammonium organotrifluoroborates using commercially available organic sulfate salts as internal reference standards. Accuracies were determined within 5 ppm using a sector ESI mass spectrometer operating in the negative ionization mode.
Assuntos
Boratos/química , Hidrocarbonetos Fluorados/química , Estrutura Molecular , Peso Molecular , Potássio/química , Padrões de Referência , Espectrometria de Massas por Ionização por ElectrosprayRESUMO
Potassium- and tetra-n-butylammonium organotrifluoroborates containing hydroxyl groups have been prepared and oxidized using several common oxidants. Aryl-, alkenyl-, and alkyltrifluoroborates containing both primary and secondary hydroxyl groups were oxidized in moderate to excellent yields with complete retention of the trifluoroborate moiety. The utility of these oxidized products was demonstrated in a Suzuki-Miyaura cross-coupling reaction.
