Journal article
Use of Diphenyliodonium Bromide in the Synthesis of Some N-Phenyl -Amino Acids
Synthetic Communication, Vol.40(8), pp.1161-1179
2010
Abstract
The N-phenyl methyl esters 4 of glycine, alanine, valine, leucine, isoleucine, phenylalanine, methionine, proline, serine, threonine, tyrosine, aspartic acid, and glutamic acid have been synthesized in good to excellent yields using diphenyliodonium bromide, AgNO3, and a catalytic amount of CuBr starting from the relevant amino acid ester. The chiral integrity of the amino acids 5 was maintained during these reactions, which were confirmed by the synthesis of dipeptide for each N-phenyl amino acid. The structures of the new compounds were confirmed by the analysis of their IR, 1H, and 13C NMR spectra in addition to CHN microanalysis or high-resolution mass spectrometry for the new N-phenyl amino acids 5 and the esters 4.
Details
- Title
- Use of Diphenyliodonium Bromide in the Synthesis of Some N-Phenyl -Amino Acids
- Authors
- J D McKerrow (Author) - La Trobe UniversityJ M A Al-Rawi (Author) - La Trobe UniversityPeter R Brooks (Author) - University of the Sunshine Coast - Faculty of Science, Health and Education
- Publication details
- Synthetic Communication, Vol.40(8), pp.1161-1179
- Publisher
- Taylor & Francis Inc.
- Date published
- 2010
- DOI
- 10.1080/00397910903051259
- ISSN
- 0039-7911
- Organisation Unit
- School of Science and Engineering - Legacy; University of the Sunshine Coast, Queensland; School of Science, Technology and Engineering; Centre for Bioinnovation
- Language
- English
- Record Identifier
- 99449691502621
- Output Type
- Journal article
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- Web Of Science research areas
- Chemistry, Organic