Zinc‐promoted simple synthesis of oligomer‐freeNα‐Fmoc‐amino acids using Fmoc‐Cl as an acylating agent under neutral conditions
Hosahudya N. Gopi, Vommina V. Suresh Babu
Abstract
Hosahudya N. Gopi, Vommina V. Suresh Babu
Abstract
A range of N(alpha)-Fmoc-protected amino acids, including those that contain t-butyl moiety, have been synthesized by employing Fmoc-Cl utilizing the activated, commercial zinc dust-promoted synthesis of carbamates under neutral conditions. A general procedure is described that circumvents the oligomerization side reaction normally noticed in Schotten-Baumann conditions. It is a simple, convenient and clean method. Thus, Fmoc-amino acids are obtained in high yield (85-92%) and purity as checked by thin-layer chromatography, high-performance liquid chromatography and other physical methods.
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A range of N(alpha)-Fmoc-protected amino acids, including those that contain t-butyl moiety, have been synthesized by employing Fmoc-Cl utilizing the activated, commercial zinc dust-promoted synthesis of carbamates under neutral conditions. A general procedure is described that circumvents the oligomerization side reaction normally noticed in Schotten-Baumann conditions. It is a simple, convenient and clean method. Thus, Fmoc-amino acids are obtained in high yield (85-92%) and purity as checked by thin-layer chromatography, high-performance liquid chromatography and other physical methods.
Key concepts: Chemistry, Moiety, Oligomer, Zinc, Yield (engineering), Acylation, Amino acid, Chromatography