Methylation of alpha-amino acids and derivatives using trimethylsilyldiazomethane.
A study of the methylation of N-nosyl-alpha-amino acids and derivatives with trimethylsilyldiazomethane is here reported. Trimethylsilyldiazomethane allows the chemo-specific methylation of the carboxyl function of N-nosyl-alpha-amino acids in high yields and purity. This method provides a practical route to N-methyl-alpha-amino acids avoiding the use of the more toxic and explosive diazomethane. This simple and safe methylation methodology of alpha-amino acids and derivatives is not limited to organic synthesis and involves the use of a commercially available reagent as well.
Leggio
Antonella
A
Dipartimento di Scienze Farmaceutiche, Università della Calabria, Via P. Bucci, Cubo 15/C, I-87036 Arcavacata di Rende (CS), Italy.
Liguori
Angelo
A
Perri
Francesca
F
Siciliano
Carlo
C
Viscomi
Maria Caterina
MC
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D003978:Diazomethane / Q000031:analogs & derivatives* / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D008745:Methylation; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
D000596:Amino Acids; D004952:Esters; D014297:Trimethylsilyl Compounds; D003978:Diazomethane; C060070:trimethylsilyldiazomethane