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Stereospecific synthesis of α-methylated amino acids (2000)

Mzengeza, S. ; Venkatachalam, T. K. ; Diksic, M.

Springer

Amino acids 18 (2000), S. 81-88

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ISSN: 1438-2199

Keywords: Keywords: Amino acids –α-Methyl-L-tryptophan – Stereospecific synthesis –α-Methyl-L-phenylalanine – 2-tert-butylimidazolidin-4-one

Source: Springer Online Journal Archives 1860-2000

Topics: Medicine

Notes: Summary. Both 2,5-trans and 2,5-cis disubstituted 2-tert-butyl-5-(indol-3-yl)methylimidazolidin-4-ones were synthesised and their enolates were prepared using LDA. While the enolate of the 2,5-trans disubstituted derivative could not be methylated, the enolate of the cis-2,5-disubstituted derivative was successfully methylated with methyl iodide to a product which on hydrolysis gave enantiomerically pure α-methyl-L-tryptophan.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/s007260050007

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