Soluble alpha-amino acid salts in acetonitrile: practical technology for the production of some dipeptides.
Alpha-amino acids are soluble in acetonitrile when treated with phosphazene bases. As a result, the protection/deprotection events that are usually required for peptide coupling reactions can be minimized. This is illustrated in the synthesis of the important angiotensin-converting enzyme (ACE) inhibitor enalapril. [reaction: see text]
Palomo
Claudio
C
Departamento de Química Orgánica I, Facultad de Química, Universidad del País Vasco, Apartado 1072, 20080 San Sebastián, Spain. qoppanic@sc.ehu.es
Palomo
Antonio L
AL
Palomo
Francisco
F
Mielgo
Antonia
A
D000097:Acetonitriles; D000596:Amino Acids / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004151:Dipeptides / Q000138:chemical synthesis*; D008958:Models, Molecular; D008968:Molecular Conformation; D012492:Salts
D000097:Acetonitriles; D000596:Amino Acids; D004151:Dipeptides; D012492:Salts; C032159:acetonitrile