Preparation of (S)‐2‐Methylbutylamine and Synthesis of Chiral Isoleucine and Alloisoleucine
- 1 January 1987
- journal article
- research article
- Published by Wiley in Bulletin des Sociétés Chimiques Belges
- Vol. 96 (7) , 545-553
- https://doi.org/10.1002/bscb.19870960711
Abstract
A four‐step synthesis (45% total yield) of a mixture of chiral pure L‐isoleucine and D‐alloisoleucine is reported, via a route comprising anodic oxidation of suitable acylamide precursors. Efficient preparations for (s)‐2‐ methylbutylamine from the cheap parent (s)‐alcohol are described.Keywords
This publication has 14 references indexed in Scilit:
- Preparation of Chiral Building Blocks from Amino Acids and Peptides via Electrolytic Decarboxylation and TiCl4‐Induced AminoalkylationAngewandte Chemie International Edition in English, 1986
- Anodic Methoxylation of Heterocyclic Compounds. Part II. Anodic Methoxylation of 4-Methyl-And 4-T. Butyl-N-TrifluoroacetylpiperidineBulletin des Sociétés Chimiques Belges, 1985
- Eine einfache Synthese primärer Amine über ihre N,N‐Bis(trimethylsilyl)‐DerivateEuropean Journal of Inorganic Chemistry, 1984
- Zur synthese von 3,4-dihydro-2H-1,4-benzoxazin-2- und 3-carbonitrilen. II. Mitteilung über studien zur chemie der 1,4-oxazineJournal of Heterocyclic Chemistry, 1983
- GC resolution of various D, L‐amino acid derivatives on a chirasil‐pval capillary columnJournal of High Resolution Chromatography, 1981
- GC behaviour of N(O,S)‐perfluoroacyl D,L‐amino acid alkyl esters on chirasil‐val stationary phaseJournal of High Resolution Chromatography, 1980
- Zur anodischen Alkoxylierung von N-AcylazacycloalkanenEuropean Journal of Organic Chemistry, 1978
- Large-scale Laboratory Electrolysis in Organic Systems. II. Construction and Performance of an Undivided 800 cm2 Concentric Capillary Gap Cell.Acta Chemica Scandinavica, 1975
- Facile and specific conversion of allylic alcohols to allylic chlorides without rearrangementThe Journal of Organic Chemistry, 1971
- The Synthesis of L-Glutaminyl-L-asparagine, L-Glutamine and L-Isoglutamine from p-Toluenesulfonyl-L-glutamic Acid1Journal of the American Chemical Society, 1954